Hawaii Oceanfront Vacation Rentals

Hawaii oceanfront vacation rentals place you right on the shoreline, where you can wake up to waves, enjoy lanai sunsets, and step directly onto sandy beaches. From luxury estates to beachfront condos, these properties offer unforgettable views, resort amenities, and easy access to Hawaii's best coastal spots.

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Tropical Gated Oceanfront Estate, Pool, Privacy, and huge ocean view on 2/3 acre

Our very private home, a spacious, 3,500 sq. ft. oceanfront estate, sits on 2/3rds of an acre. It has a large indoor living area, plus an expansive outdoor living area, featuring a 1,000 sq. ft. covered ocean view terrace with a large seating area, a dining table...

🛏 6 Bedrooms
🛁 5 Bathrooms
👤 Sleeps 17
📍 Kihei, Hawaii

OCEANFRONT GROUND FLOOR TWO BED CONDO AT MAALAEA KAI

GROUND LEVEL TWO BEDROOM, TWO BATH CONDO ON GROUND LEVEL WITH STUNNING VIEW OF OCEAN. UPGRADED KITCHEN AND BATHROOMS. IN UNIT LAUNDRY AND AIR CONDITIONING. MASTER HAS A CALIFORNIA KING AND SECOND BEDROOM HAS A QUEEN AND XL TWIN. PERFECT FOR TWO COUPLES OR A FAMILY. CAN...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Wailuku, Hawaii

Sea La Vie" at Islander on the Beach 252-Oceanfront Studio

Sea La Vie – True Oceanfront Escape at Islander on the Beach 252Welcome to Sea La Vie, a beautifully updated second-floor oceanfront studio at Islander on the Beach, offering sweeping views of the Royal Coconut Coast. Wake to the sound of the waves and enjoy...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kapaa, Hawaii

Gorgeous Oceanfront Unit! Ground Floor! Greatly Updated!

Imagine opening the door to your unit, gazing through a twelve-foot wide glass patio door system that frames a view of the aquamarine sea crashing on black lava rocks separated from the lanai by 25 yards of lush, green lawn – and if luck is with you, watching whales...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kailua-Kona, Hawaii

Third Floor Oceanfront Condo Steps From the Beach in The Peaceful Kuleana Resort

The views from this recently remodeled and continuously upgraded third/top floor direct OCEANFRONT unit are spectacular, with the clear blue-green ocean vista and radiant sunsets over the islands of Lana'i and Moloka'i. From the lanai, you are only 25 feet from the...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Lahaina, Hawaii

White Sands Village#213: DIRECT OCEANFRONT, BEST LOCATION IN COMPLEX!

White Sands Village#213 is a spectacular addition to Knutson & Associates Vacation Rental Inventory. Welcome to the best location White Sands Village has to offer. This premium unit is located on the 2nd floor & faces DIRECTLY towards Magic Sands Beach. This amazing...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kailua Kona, Hawaii

Whaler 1052 Direct Oceanfront Corner 10th Flr. Unit, 2B/2B, Slps 6~Spring Savings!

Premiere Direct Oceanfront, Top Floor, Corner Suite. Million Dollar Views!!!Welcome to your dream Maui getaway. Whaler 1052 is a direct oceanfront corner suite located within The Whaler on Ka’anapali Beach, one of Maui’s most sought-after direct oceanfront resorts....

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Lahaina, Hawaii

OCEANFRONT 3 Bdrm condo with great views of Lanai & Molokai - Noelani 304

Sophisticated Oceanfront LivingThis tastefully appointed condo features two private lanais, offering front-row views of the Pacific Ocean. Enjoy whale watching during the season, mesmerizing sunsets, and the calming sounds of the waves—all from the privacy of your...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Lahaina, Hawaii

1 BEDROOM CONDO IN OCEANFRONT RESORT W/ CENTRAL AC

Relax in Paradise at Casa de Emdeko – Oceanfront Comfort on Alii DriveDiscover the charm of Casa de Emdeko, a well-loved oceanfront property located just minutes from historic Kailua-Kona town. This peaceful resort setting on iconic Alii Drive features convenient...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kailua Kona, Hawaii

Luxury Oceanfront 2 Bedroom 2 Bath Penthouse

Completely Remodeled and Renovated, our Corner 2-Bedroom, 2-Bathroom Penthouse is simply gorgeous. The living room and lanai offer beautiful, unobstructed Pacific Ocean and West Maui views. Through the long wall of windows stretching from the kitchen to the living room...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihei, Hawaii

Oceanfront Honokeana Cove! Beautiful condo #215

BEAUTIFUL REMODEL TO THIS VACATION RENTALBeautifully remodeled(11/22) for welcoming ambience, this newly updated second floor unit is light and bright, featuring bamboo and teak cabinets, LVP flooring, and updated furnishings for your home away from home. Lovely views...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Lahaina, Hawaii

Modern, Updated, & Clean Oceanfront Get-A-Way at Napili Point.

This property is not on the Minatoya List, so unexpected cancellations due to the county potentially cancelling short term rental permits is not an issue with this property. Nestled on Kaelekii Point overlooking Honokeana Bay on West Maui, this clean, modern, and...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Lahaina, Hawaii

Oceanfront Kihei Sands Beachfront Condos B3 – 2 bd 2ba

Our property is NOT impacted by the news of potentially prohibiting Short Term Rentals (STR) in Maui. Kihei Sands is zoned as a hotel property so meaning it is exempt from any of the potential STR regulations being proposed by the County.Located in North Kihei just...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihei, Hawaii

Deluxe Penthouse Oceanfront Studio with Breathtaking Views and Central A/C.

This direct ocean front deluxe penthouse studio is the perfect place to spend a relaxing vacation right on the ocean's edge!! Literally 20 feet from the ocean, you cannot beat the view anywhere from the lanai!! Perfect for lounging, dining, reading or just relaxing. You...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kailua-Kona, Hawaii

OCEANFRONT CONDO MAUI SUNSET#215-A, SLEEPS 4

MAUI SUNSET IS A FABULOUS OCEAN FRONT PROPERTY. Has a community swimming pool, heated during winter months, hot tub, gym, tennis courts, putting green, barbecue grills.Just STEPS TO THE BEACH allows for WINDSURF, WHALE WATCHING in season, and be on the look out for...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihei, Hawaii

Direct Oceanfront - Intimate, Contemporary Studio Condo

ALOHA and thank you for considering our home for your Maui vacation! Our condo was completely renovated in Dec. 2011 and we hope you like what we've done.Just 10 feet from the ocean and located on the second floor, you will not be disappointed! Upon entering the condo,...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Lahaina, Hawaii

Luxury Kolea Villa in Waikoloa Beach Resort-Oceanfront Development

If you are looking for five star accommodations with incredible views, Or you want to own part of paradise this is the spot! Brand new Villa, newly furnished in an upscale gated oceanfront community located across from a private beach club and direct access to Waikoloa...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Waikoloa Village, Hawaii

Last minute discount, 4/26 - 5/12. Huge 3/3 Oceanfront Penthouse

This beautiful Ocean Tower 10th floor Penthouse end-unit is huge, recently renovated, and has a unique floor plan with glass doors on both sides of the main living area that slide completely into the walls, creating a wide open space more than 75 ft wide with east,...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Kapolei, Hawaii

Oceanfront Paradise! Breathtaking Pacific Views Await at Sugar Beach #319

SUGAR BEACH RESORT, #319Welcome to Sugar Beach Resort #319, a beautiful one-bedroom oceanfront condo in North Kihei. With direct beachfront views, modern comforts, and central AC, this unit is the perfect retreat for couples or small families seeking a true Maui...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kihei, Maui, Hawaii

DISCOUNTED RATES! 311 Beautiful oceanfront 2 bed 2 bath 3rd floor condo

Located on the 3rd floor of a small (only 42 units) quiet complex, you will have unlimited views of the beautiful sunsets, turtles feeding and playing in the reefs, right in front of the complex, and whales at play, during their season, on your private lanai. We have...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 5
📍 Lahaina, Hawaii

Kailua Beach Oceanfront Estate – Grand 6-Bedroom Retreat on Oahu’s Shores

This property is professionally managed by Private Homes Hawaii, LLC, a licensed brokerage in the State of Hawaii (RB-21170). It is licensed as a short term vacation rental, Non-Conforming Use Permit Numbers 1990/NUC-1777/1778 and is compliant with Hawaii State...

🛏 6 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 14
📍 Kailua, Hawaii

Oceanfront condo with pool, water view, & high-speed WiFi

Mahina Surf 114Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy a lovely view of the ocean on your own privately furnished deck, as well as a view of the shared pool! This home...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Lahaina, Hawaii

Luxury condo in prestigious Hali'i Kai oceanfront community. Ocean bar and grill

Condo, 2 bedrooms, 2 baths, ( Sleeps 6 )Hali' i Kai is a 30 acre gated oceanfront complex on the Big Island of Hawaii with numerous luxurious resort like amenities. It is about a 20 minute drive from Kailua-Kona airport. Our condo, #23D is a spacious second floor end...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Waikoloa Village, Hawaii

Modern, Oceanfront with A/C, discounted for 2025, plus monthly discounts!

Welcome to your Hawaiian Haven on Maui!Please scroll down & read the full description & FAQ's as we have likely already answered your questions below! You can also find out more (and get exclusive discounts) by searching for Hawaiian Haven and the Elikapeka Suite...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Lahaina, Hawaii

KA 211 OceanFront Island Style Condo w Ocean View Pool

Kaleialoha 211 OceanFront Island Style 1Bedroom Condo with Ocean Views for Beautiful Sunsets, Whale Watching and Year Round Indoor-Outdoor Living for Getaways, Relax and Recharge FREE daily activities included with your stay value up to $570! Complimentary admission,...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Lahaina, Hawaii

Oceanfront Condo with Absolutely Breathtaking Ocean/Sunset Views - B238

Incredible Oceanfront corner location with an unsurpassed view of the ocean and sunsets. Enjoy 700' of tropical outdoor living on your L-shaped lanai. The sound of the waves will lull you to sleep since you are only 30' from the ocean. Comfortable tropical decor is...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kailua-Kona, Hawaii

Beautiful 2 Br/2Ba, Oceanfront Unit.

Stunning views of breaking surf fill the living room of this contemporary condominium. Situated on a bluff overlooking Hideaways beach, the two bedroom, two bath end unit boasts endless ocean views and an open floor plan. Incredible surfing, snorkeling and beach-combing...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Princeville, Hawaii

Lovely Oceanfront 4th Floor Condo with A/C

This lovely 4th (top) floor, two bedroom, two bath, bright, clean and oceanfront condo has everything that you'll need for a great vacation, including A/C! (Mini-Split System - not a separate blower in guest bedroom). It's located at the very oceanfront Kona Bali Kai...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kailua-Kona, Hawaii

Lae Nani Beautiful Oceanfront Condo with newly installed AC 2BR/2BA

This two bedroom, two bath condo is located in the stunning oceanfront Lae Nani Resort on Kauai's East Shore. It is a second floor end unit featuring a large covered lanai, perfect for outdoor dining, with unobstructed views of the ocean and Wailua Bay.Lae Nani is a...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kapaa, Hawaii

Kona's Shangri La: Oceanfront Home with Pool & Spa

Kona’s Shangri La by Gather is the epitome of modern luxury. This stunning, custom-designed tri-level home sits right on the edge of the ocean’s rocky shoreline in Kailua-Kona. Perfect for large families or friend groups, this Big Island luxury vacation rental is...

🛏 5 Bedrooms
🛁 5 Bathrooms
👤 Sleeps 14
📍 Kailua Kona, Hawaii

Luxurious Oceanfront Condo at Wailea Elua Village - Unit 1201, Central AC, Wi-Fi

Wailea Elua 1201 is perfectly positioned in the coveted interior courtyard, 39 steps to famous Ulua Beach, perennially named as one of the world's top 10 beaches and one of the best snorkeling reefs on Maui. This ground floor condo features an oversized, shaded...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kihei, Hawaii

Oceanfront 3 Bedroom Residence

This three-bedroom and three-bath standalone townhome is one of the Kona’s most desirable properties with stunning ocean views, an outdoor dining space, and access to a beautiful oceanfront pool. One of just 12 units in the community, this home offers a private...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Kailua-Kona, Hawaii

Beautiful OCEANFRONT Kauai Condo with Spectacular Views & Beach Access

COVID-19 - During this time of the pandemic, anyone needing to cancel a reservation because of Government Travel Restrictions, Quarantines, Flight Cancellations, and pre-travel positive test (medically documented by the testing agency) directly related to COVID-19 will...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kapaʻa, Hawaii

Gorgeous Oceanfront Home with Pool and Hot Tub in Paia

Maui County Rental permit - STPH 2013/0008TA-048-493-9776-01 / GE-048-493-9776-01TMK-260040080000WALK TO EVERYTHING IN PAIA TOWN!The setting is just stunning! Enter the back gate, and the first view looking through the glass door, across the entry area, and beyond the...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Paia, Hawaii

Best Oceanfront - Walls of windows on famous surf and sunset, 2BR/2BA, A/C

A superior, absolute oceanfront corner unit condo with sweeping views of the surf and sunset. The living room, dining room, and bedrooms all have windows on the famous PK surf and down the coastline to the west.Where else on Kauai can you be this close to the waves? 25...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Koloa, Hawaii

"Epic View" at Lae Nani #525- Oceanfront

Epic Oceanfront Second Floor 2 Bedroom | 2 Bathroom at Lae NaniEnjoy the stunning 180 degree view of Wailua Bay and feel the tropical ocean breezes caress you at this spectacular beach front property. Let the waves rock you to sleep, as both the living room and master...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kapaa, Hawaii

OCEANFRONT - BOOK NOW! Kihei Sands Beachfront Condo-A11

Leave the cold & step into the warm embrace of Maui's sun-kissed shores, where gentle ocean breezes and awe-inspiring whale sightings await you! We Welcome to Kihei Sands Beachfront Condominiums Condo A11 in sunny South Maui! Find out for yourself why our guests come...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kihei, Hawaii

Oceanfront Maui Sunset Condos ground floor in Kihei

Great location on ground floor renovated condo B104 at the Maui Sunset. Picture yourself on the ocean front in sunny south Maui. Kihei is well known for its laid-back atmosphere, world famous beaches, affordable highly rated restaurants, and central location.Large...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 2
📍 Kihei, Hawaii

Hali'i Kai Most Oceanfront Location! Walk to Pool, Gym and Restaurant

Enjoy oceanfront living at Hali'i Kai 14H, a 3-bedroom vacation condo that boasts the best oceanfront location at Hali'i Kai. Smell the sea breeze from your private ground floor balcony in a setting famous for watching the whales make their migration every winter. The...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Waikoloa, Hawaii

Kona Reef A-24 - True Oceanfront Condo

Honu HavenKona Reef Unit A24 is a beautifully appointed one-bedroom, one-bathroom oceanfront condo nestled in the heart of Historic Kailua Village. Step into the unit and let the soothing sound of the ocean wash away all your worries and the hustle and bustle of the...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 3
📍 Kailua Kona, Hawaii

Hale Kona Kai 312 - Absolute Oceanfront Condo with wraparound lanai

Hale Kona Kai unit 312 is one of our most popular units at Hale Kona Kai. This 3rd floor corner unit features a wraparound lanai facing west and south for full, unobstructed ocean views and the best possible breeze! The unit has been beautifully updated and has...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kailua Kona, Hawaii

312 - Fantastic remodeled oceanfront with great ocean view and A/C!

* FREE HI SPEED INTERNET CONNECTION * FREE LONG DISTANCE CALLING TO USA AND CANADA * Ocean front condo has been nicely upgraded and newly installed A/C!* 100 feet from one of the finest beaches in Maui * Wonderful snorkeling and water sports at your doorstep - watch the...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kihei, Hawaii

Cozy Oceanfront Home - Secluded Beach, North of Sunset Beach - Near Kawela Bay

Hawaii Tax I.D for both TAT & GET. No. 027-702-8864-01Our oceanfront home, Kawela Kai, is located on the North Shore of Oahu in between Sunset Beach and the Turtle Bay Resort. The stretch of beach where we are located is beautifully secluded and uncrowded. The beach is...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Kahuku, Hawaii

Maui- Truly OceanFront at Kanai a Nalu

Approximately 1100 square feet of generously furnished up-scale living above a beach with breath-taking unobstructed views across blue Maalaea Bay to other islands and Maui's south shore below the Haleakala volcano. Watch whales and relax on the lanai after stimulating...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Wailuku, Hawaii

Direct oceanfront with A/C n

Exquisite second floor oceanfront condo (no elevator). Enjoy watching dolphins, whales, and the beautiful sunset from a very private lanai, or listen to the calming sound of the surf while sipping a cup of Kona coffee at breakfast. Relax with the cooling ocean breeze....

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kailua-Kona, Hawaii

Aston Kaanapali Shores - Oceanfront Treasure

Maui Gov’t Approved Short Term Rental. This amazing condo looks out to the Pacific Ocean from the upscale Aston Kaanapali Shores resort. The condo has gone through a stunning major renovation. The condo includes a new state of the art kitchen that includes everything...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Lahaina, Hawaii

OCEANFRONT RESORT - 5* LUXURY $349 to 5/15! Kihei Sands Beachfront Condos-B11

This HIGH-END five-star luxury condo's impeccable remodel was made with your comfort in mind. Kihei Sands' ONLY true 2-bedroom unit has a full upper floor - NO LOFT - PRIVATE BEDROOMS - PERFECT for two vacationing couples! Now's the time to book your holiday vacation &...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihei, Hawaii

KKSR#1103 DIRECT OCEANFRONT, GROUND FLOOR, REMODELED, INCREDIBLE LOCATION

Keauhou Kona Surf & Racquet Club#1-103 DIRECT OCEANFRONT, INCREDIBLE GROUND FLOOR FULLY REMODELED UNIT!Welcome to unit #1-103 at the Keauhou Kona Surf & Racquet Club! Knutson & Associates Property Management is so proud to be newly representing this absolutely...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kailua Kona, Hawaii

Snowbird-friendly oceanfront condo with heated pool, lanai, and amazing views

Poipu Shores 101COur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Don’t just vacation in Hawaii, live in total luxury at Poipu Shores 101C with central air-conditioning and...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Poipu, Hawaii

Kehena Beach Oceanfront Retreat - Incredible Views of Ocean from Every Room

Discover the ultimate oceanfront retreat on the Big Island at Kehena Cliffside Estate — a private, gated luxury rental designed to showcase breathtaking views of the Pacific Ocean from nearly every room. Nestled along the dramatic cliffs of Kehena, this spacious...

🛏 4 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 8
📍 Pahoa, Hawaii

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