Hawaii Vacation Rentals – Island Condos, Beachfront Homes & Luxury Villas
Welcome to your guide for Hawaii vacation rentals, where tropical luxury meets everyday comfort. From sunrise-facing lanais on Maui to private bungalows near the lush valleys of Kauai, each rental is handpicked for quality, location, and local charm.
Why Book a Vacation Rental in Hawaii?
Unlike traditional hotels, vacation rentals provide full kitchens, private lanais, and dedicated living space—ideal for families, couples, or long stays. Many homes are steps from the beach, offer high-speed Wi-Fi, and include perks like pools, BBQ areas, or resort access.
Popular Vacation Rental Locations
- Waikiki, Oahu – High-rise condos near beaches, shops & nightlife
- Kihei, Maui – Walkable, affordable, and family-friendly
- Princeville, Kauai – Scenic cliffs, golf, and luxury condos
- Kailua-Kona, Big Island – Oceanfront escapes with sunset views
Rental Types Available
- Beachfront Condos with resort amenities
- Private Beach Homes with full kitchens
- Luxury Villas with pools & panoramic views
- Studios & Bungalows for solo travelers or couples
What Makes To-Hawaii.com Rentals Stand Out?
- Verified properties across all major Hawaiian islands
- Detailed descriptions, amenities, and photo galleries
- Helpful internal links to top Hawaii activities and Hawaii rental cars
- Flexible booking options, from weekend getaways to long-term stays
Plan Your Dream Island Escape
Explore the beauty of the islands with confidence. Whether you're whale watching on Maui, snorkeling on Oahu, or enjoying a peaceful sunrise on Lanai, our vacation rentals offer the perfect base for unforgettable memories. Start planning your Hawaiian adventure today.
❤️ Stunning Reno| Amazing Ocean View 💦❤️
This is a TOP floor & Corner end unit with Vaulted ceilings. This condo has vaulted white washed with wood beam ceilings & gorgeous views of the ocean and tropical grounds as well as views to the beautiful West Maui Mountains! There is a bedroom, bathroom, and laundry...
Haleiwa Beachfront Condo. Perfect Peaceful Paradise!
E komo mai!Hawaiian for "Welcome" to the North Shore of O‘ahu. Make this one bedroom/two bath beachfront front condo your home away from home. In June 2019 the interior was completely remodeled: A beautiful kitchen; waterproof flooring throughout; smoothed ceilings,...
Spring Special: 2BD Kapalua Golf Villa with Ocean Views
* NEW PROMO: Stay 5 or more nights from August 1st - October 25, get 1 FREE! Escape to the heart of Kapalua and indulge in the beauty and tranquility of Kapalua Golf Villa 23P 6&7—a fully renovated, 2-bedroom, 2-bathroom villa offering unforgettable Pacific Ocean and...
Direct Oceanfront Condo. Kanaloa at Kona Resort. 3 pools. Central A/C.
SPECTACULAR UNOBSTRUCTED OCEAN VIEWS OF KONA COASTLINE & AMAZING SUNSETS FROM YOUR PRIVATE LANAI!Your vacation home features:* 1500 luxurious square feet.* Two spacious bedrooms with king beds.* Two full bathrooms with en suite primary bath. * Indoor and outdoor...
BLUE Mermaid's Cottage TA-038-749-9520-01
Orchid Isle Manor is a 5 acre private estate tucked away in the Kona Coffee country on the slopes of Hualalai volcano, overlooking the small coastal town of Kailua-Kona. On this property there are 4 cottages available for rent +a 4 bedroom Manorhouse. Each cottage is a...
Amazing View ~ Amazing Price ~ Amazing Location
Birds Eye View of Paradise... This Top Floor Condo offers: New Interior Furnishings ~ A Fully Equipped Kitchen ~ New Bedroom Furniture. There is a Community Pool, Hot Jacuzzi & 2 Gas BBQ Grills. This Gem is Nestled in the Heart of Princeville ~ Offering Views of...
Maui Kai 904 -Stocked King bed suite with AC & Stunning Views Sunrise to Sunset!
Welcome to our ninth-floor condo at the Maui Kai Resort in Kāʻanapali—where the ocean is so close, you’ll feel like you’re on the water! Enjoy breathtaking views of the Pacific, Molokai, and Lanai, with whales (in season) and sea turtles as your daily...
Paradisio Ho'o Kumu – Luxury Kukui'ula Oceanfront Estate
A truly stunning oceanfront resort property offering six air-conditioned bedroom suites as well as pool, spa and access to Kukuiula beach park right across the street. Resort living at its best, this casually elegant, island-style private home offers ocean and coastline...
Luxurious 2-story sunset-facing villa on golf course - preferred end location
Waikoloa Fairway Villas J6Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Vacation in style at this beautiful Waikoloa Beach Resort condo! This is an open-concept, light and bright...
Live TOP Floor OceanFRONT. Relax & Sleep to Sounds of the Surf; AC or Tradewinds
Our fourth-floor, south shore condo is right ON the ocean so you have unobstructed views. You see "nothing but ocean" --and hear the sound of the surf-- as soon as you open your front door.This attractive, comfortable condo --with all the makings of "home"-- boasts a...
15 Reasons Our Guests Never Want to Leave
When people stay at our Princeville Paradise, they don't want to leave. And we love that. I hear from them that they love the privacy and the open floor plan and that it has been completely remodeled. It has two bedrooms and two bathrooms, comfortably sleeps up to 6,...
BEAUTIFUL OCEAN & GARDEN VIEWS-REMODELED-AC THROUGHOUT-METICULOUS CLEANING
Book with confidence, this beautifully appointed Kamaole Sands, 1 bedroom, 2 bathroom (820 sq. ft) condo that has been remodeled. This condo is managed by PMI Maui, a local Real Estate Brokerage that specializes in vacation rentals. We are located within a mile of the...
Comfortable, Serene, ground floor, Steps from Best Maui Beaches!
Our Maui Beach Retreat is located in the pleasant Kihei Kai Nani condo complex. The unit is situated away from street noise, providing a nice quiet location. The lanai features a private tranquil tropical garden and is great for relaxing. It is a one bedroom condo with...
Mana Kai 412: Oceanview 2bd/2ba Condo + Beach Access at Exclusive Kihei Resort
Mana Kai 412 with direct ocean views and beach access! Mana Kai is one of Kihei's most exclusive resorts, located right on Keawakapu Beach!This beautifully upgraded 2bd/2bath is perfect for families or couples traveling together. Enjoy gazing off at the magical Maui...
Beautiful 1BR/2BA ground floor unit, Kamaole Sands resort. 1 min walk to beach!
Come to Maui and stay in our beautiful Kamaole Sands property. This airy, open condo provides you with everything that you need for a comfortable and easy way to enjoy your Maui vacation. The unit is in a perfect ground floor location – across the street from the...
Sugar Beach Resort Condo w/ Shared Grill, Private W/D-Close to Beaches
Sugar Beach Resort PH02Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Join the many guests who return each year to Maui's Sugar Beach Resort to enjoy the spectacular views from this...
Luxurious 2 Bedroom ~Tropical Garden & Ocean View
Travelers looking for the FINEST and most LUXURIOUS accommodations, look no further... This top floor, 2 bedroom and 2 bath condo is nestled on the Ocean Bluff with both Tropical Garden and Ocean Views. This Condo is a SECRET GEM offering High End COMFORT in Paradise....
Kahana Village #18 Beach Front Luxury
Our condo number 18 is a beautiful newly remodeled, spacious 1750 square foot, 3 bedroom, 2 bath, 1st floor condo nestled in a lush tropical garden setting of Kahana Village. Here for you is your own private beach, perfect for watching the whales and sunsets as well as...
Hale Lani Kai By Parrish Kauai: steps from Poipu Beach with AC, great family vac
Enjoy this prime Poipu location and be only steps from popular Poipu Beach Park and Brennecke's beach! Nestled along a private side road with only access to the neighboring homes, you will enjoy being in the heart of Poipu Beach yet love the privacy and seclusion of...
Gorgeous! Beautifully renovated DIRECT OCEAN FRONT condo. A must see!
Aloha! Welcome to Paradise on the Big Island of Hawaii! Our condo is located in the beautiful "The Sea Village" condo complex (unit 3216). We also own the 1 bedroom condo (unit 3217) right beside (VRBO # 1197944). This 2 bedroom condo over looks the pacific ocean with...
Sandy Beachfront Cottage
This beautiful, beachfront cottage was remodeled and converted from a 1-bedroom unit into a spacious, loft studio that can accommodate 4 guests. The kitchen and bath feature upgraded fixtures, appliances, and marble counters that add extra charm and functionality to the...
Mauna Lani Beach Club Pass included! Palm Villas B4
Mauna Lani Palm Villas B4. Includes Mauna Lani Beach Club Pass. Please scroll down for detailed informationPLEASE NOTE: The swimming pool at Palm Villas Mauna Lani will be closed for renovations from September 7 through October 4, 2025. Exact dates are subject to...
Keauhou with gorgeous oceanview and on the 8th hole of Kona Country Club fairway
Your vacation home awaits you in this two bedroom with loft and three full bath condo with stunning views of the ocean and golf course. From the large lanai you can sit and enjoy your gorgeous view.Keauhou Punahele complex is located in the town of Keauhou on the...
***SERENDIPITY ON THE MOANA - Legal & Oceanfront - Great for Work & Play!***
Serendipity on the Moana is a Beautiful, Fully Furnished, one-bedroom condo directly on the beach with over 740 square feet in Maili Cove on Oahu. This unit is perfectly located in the center of the building on the second floor and has an unobstructed, panoramic view of...
1 Min Walk Downtown! Lux Spacious Condo w/ views
Discover this truly one-of-a-kind penthouse condo nestled in the heart of vibrant downtown Kona. With three spacious bedrooms and two full bathrooms, there's plenty of room for everyone to unwind and enjoy the perfect island getaway. For added convenience, the...
Maui Beachfront Gem
Searching for 'Paradise?' You've found it! A perfect Condo, ON a perfect beach, on the perfect island. Maui's sunniest corner enjoys more than 300 days of sun each year. Kamaole One (#8) is located on the secluded end of Charlie Young Beach, which the locals consider to...
OCEAN FRONT MAUI~Lush Gardens, Privacy and Convenience ~ Maui Sands 6B ~ 2BD/2BA
Maui Sands is a hidden gem near Kapalua, a family-friendly property with a handful of buildings and beautiful grounds full of tropical plantings, mature trees, and warm breezes. Enjoy amazing ocean views, sunsets, and wildlife watching from this well provisioned condo....
NEW! Spectacular Supersize 1 bedroom Ocean View Condo!nn
ENJOY THE FABULOUS OCEAN VIEWS AND BREEZES from this very large, well appointed one bedroom / one bath condo. Over a thousand square feet of indoor living space plus the huge lanai!---------------------------------------------The condo's immense great room has an entire...
Waikiki Beach ocean view studio with pool access right on the white sand beach.
Enjoy spectacular Ocean views of the white sand beach and sparkling turquoise waters from inside this condo and from your lanai. Step out of the elevator and straight on to the warm sands of Waikiki Beach. You can not find a better location! One of the closest studio's...
Direct Ocean View. Wrap-Around Lanai. End Unit.
**To prevent fraud, please do not use wire transfers as a payment method.**Enjoy salty breezes and the beautiful ocean view from this comfortable two-bedroom, two-bath condo where the ocean is literally a short stroll from your door. 2 kings and sofa-bed can accommodate...
Lalamilo Beach Bungalow: Historic 1930s Beachfront Home on Waialea Bay
The “Lalamilo Beach Bungalow” has been a labor of love for the owners, who have taken a personal interest in the restoration and preservation of this historic,1930’s beach front home. Originally accessible only by boat (there were no roads to the beach) the owners...
Waipouli Beach Resort Luxury Mountain View
Luxury Mountain View 1 Bedroom, 2 Bathroom Condo at the Top Rated, 1st Class Waipouli Beachfront Resort on the Beautiful Island of Kauaii with a Gorgeous Mountain View from the Living Room with a peek ocean view from the Lanai/balcony.There is Central Air Conditioning...
Family Home Near Beach, Free Fitness Club, TVNCU#5050
Ala Muku ~ Kauai Vacation Home Near Famous Poipu Beach, sleeps 8, Free Fitness Club Membership.* No resort fees, no administrative fees. Compare and Save* Quiet neighborhood, great for families, 2 master suites* Fitness Club Included: Workout - Waterslide - Sports -...
Westin Ka'anapali 1 bedroom guaranteed Ocean View as low as 350 per night
Book a whole week for 2900 or nightly for as low as 350 per night. (Check calendar for availability)The luxury vacation villas at this resort feature large lanais, stone flooring, granite counter tops, roomy bathrooms, fully equipped kitchens, washer/dryer, and the...
Hale Healani B-705 Stunning Views of the ocean Free Parking
Oceanview Luxury Villa at Ko OlinaWelcome to your oceanview beach villa at the exclusive Beach Villas at Ko Olina. Surrounded by lush koi ponds, waterfalls, a lagoon pool with a sand beach, an infinity lap pool, and multiple hot tubs, this resort offers privacy and...
PRIVATE HOUSE ON MAUI / 3 BEDROOMS / 5MIN TO BEACH /UPGRADED WAILEA / KIHEI HI.
FIVE STAR REVIEWS FROM OUR GUESTS GIVES YOU THE ASSURANCE OF QUALITY.A FULLY EQUIPPED PRIVATE BEACH HOUSE WITH EASY ACCESS TO ALL ATTRACTIONS, BEACHES RESTAURANTS, SHOPPING ETCALSO, WE NOW OFFER A 'PEACE OF MIND' FULL REFUNDED FOR YOUR RESERVATION. (conditions apply see...
Kepuhi Beach Resort #2202--Paradise Found
Located on Molokai’s West End in Kepuhi Beach Resort, our beautifully remodeled ocean-view condo has everything you need to experience your aloha paradise. The king size bed in the bedroom loft and accommodates up to 2 guests comfortably. Enjoy the sunset over the...
Live a Piece of History at My Hilo Home
Enter the home onto the grand lanai (porch) which is fully screened in and offers a view of the manicured acre with Hilo Bay views in the distance. Through the front doors you'll be greeted by our huge living room. The original hardwood floors and plantation era...
8th floor Studio w/ stunning ocean & island views
Welcome to Royal Kahana 804. This well appointed studio condo features central air conditioning, California King bed, & dining areas both inside & on the lanai. Lay in bed and admire the ocean, whales, sailboats, & the island of Molokai. You'll truly feel the essence of...
Somewhere Over Rainbow Loft - Hilo NEW
Stay in lovely Hilo town and make this comfortable and clean House your Home away from Home. You will love the central location and quiet neighborhood as a restful interlude to your Big Island Adventure. Our newly renovated home is only a short stroll away from the...
Ocean View Townhouse, Two Story, Central Air, Free Internet, & Washer & Dryer
Wailea Ekolu Village 410Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome home to this light and airy end-unit two-story townhouse situated right next to the Wailea Blue (Ol'...
Nohonani 303 - Great summer getaway and rates! Relax to the sound of waves and amazing ocean views!
Nohonani #303 It doesn't get any better than this view: panoramic ocean and colorful Maui sunset views from this direct oceanfront one bedroom / one bath condominium located north of Kaanapali in Honokowai. Spend the day relaxing in the sun and surf. Enjoy snorkeling,...
Kona Alii#410 Gorgeous 4th Flr Ocean v condo w/ Elevators,INCREDIBLE LOCATION
Kona Alii#410 is A STUNNING REMODELED UNIT! Beautifully updated throughoutFrom this location you'll enjoy lovely ocean views, the ocean breeze, and the sound of the waves crashing on the shoreline. With easy walkability to Kona town restaurants, shopping, beaches,...
Oceanfront, one-bedroom, ground floor condo, steps to beach - Brand new remodel!
This Hale Kai O’ Kihei groundfloor condo offers a breathtaking ocean view and includes a private patio that lets you enjoy the ocean’s many moods ranging from a tranquil sunrise to a glorious sunset.Your Maui vacation will be even more enjoyable when you take...
Oceanfront Affordable Luxury ~ 2 Bed/Bath En Suite Style ~ Top Floor
Our oceanfront condo, Kanai A Nalu Unit 402, with 1000 sq ft, is perfect and affordable for families or two couples traveling together looking to relax and enjoy Maui for an extended period of time. The floorplan affords comfortable suite-like living with privacy for...
🌴Paradise @ Napili Shores Maui Suite: AC, Pool, Steps to Oceanfront/Beach🌊
🌴 Welcome to Your Maui Paradise! 🌊Escape to this relaxing ground-level suite at Napili Shores, where beachside bliss meets modern comfort. Wake up to the soothing sounds of the waves from the pristine Napili Bay Beach. This beautiful suite features air...
Pali Ke Kua #141 - Exceptional ocean views!
Pali Ke Kua #141, PrincevillePanoramic ocean and mountain views await you at Pali Ke Kua #141.Spectacular Bali Hai sunsets and seasonal whale watching are all steps away from this 2-Bedroom (King, Queen, Queen) 2-full bath ground-floor unit. The condo’s master bedroom...
Luxury Oceanfront Escape – A/C, Hot Tub, 5 bedrooms & Stunning Ocean Views!
Wake Up to Panoramic Ocean Views & Fall Asleep to the Sounds of the WavesWelcome to Albatross Ocean Bluff, where the breathtaking Pacific Ocean stretches out before you, and cool trade winds complement the comfort of our brand-new Lennox 34,000 BTU whole-house air...
Maui Resort Rentals: Honua Kai Konea 708 – Rare Top Floor 2BR/1BA with Ocean + Mountain Views
Unquestionably one of Honua Kai's best values, Konea 708 is a rare two bedroom, one bath suite that offers the space and privacy of an additional bedroom without the price tag of a standard two bedroom, two bathroom. Enjoy beautiful ocean views, as well as awe-inspiring...
Special Low Rates for Staying with us at Nihilani 22A
Luxury House of Aloha Condo, Elegant Style at Affordable Price!We want to welcome you to our House of Aloha and to become part of our Ohana (family). We have put together this house for you to enjoy while you're spending time on Kauai. We want you to feel at home and...