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.
Spectacular, fully renovated 3-Bedroom Oceanfront Townhome in Kahana
Aloha! This unit will continue to be a short-term rental (as a second home for our family to visit on Maui, to employ locals, and to share it with our guests). Come experience the spirit of aloha while staying at our oceanfront coastal themed townhome, designed with a...
Coconut Plantation by AvantStay | Resort Access, 0.4mi Walk to Beach!
Please note that this home is available for 28+ night stays only.Aloha from Coconut Plantation! Immerse yourself in the island lifestyle at this stunning two-story condo, surrounded by swaying palm trees and lush tropical landscaping. With 4 bedrooms and 3 full...
Oceanfront condo with lanai, grill, & beach gear - pool, hot tub, & beach access
Pali Ke Kua 124Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Embark on the Kauai vacation of a lifetime in Pali Ke Kua unit 124, a fully-renovated and modern oceanfront condo...
SPECIAL RATE! 5/11/25 to 5/16/25 1,150 per nightnLOCATION! LOCATION! LOCATION!
Hale Halia is just steps from Poipu Beach park with unparalleled oceanfront views and is a great family vacation destination. This lovely two-story floor plan is a design that takes full advantage of the magnificent Poipu coastline and sunset views. The large spa...
Spacious Newly Remodeled 4 Bdrm Oceanfront Unit in Premium Puamana Location
Experience a relaxing Hawaiian vacation in one of Maui's most serene oceanfront settings. Despite the devastating fire in Lahaina, Puamana remains a haven of tranquility and beauty, where the spirit of "Old Hawaii" lives on. Unit 9-1 is located within Puamana, a gated,...
#1 GUEST FAVORITE for Napili & Kapalua Bays !
#1 GUEST FAVORITE! Enjoy this luxury residence with beautiful bamboo flooring, contemporary island design, dramatic floor-to-ceiling windows and easy access to heavenly Napili & Kapalua Bays. This home offers you a chance to fill it with laughter as you entertain your...
Weekly Discount! Includes Golf and Yoga Discounts - Ocean View!!
Kings Club Gold Membership Exclusively for guests of 16G included! Big Savings! This membership gives overnight guests of the unit (16G) access to golf at Hawai`i’s premier 27-hole golf experience is comprised of three nine-hole loops, Beach Nine, Lakes Nine, and...
Newly remodeled ocean view condo - Kihei Alii Kai
Summary:Unit D-205. Located across the street from the kamaole beach park. This property has all new furnishings and king size bed. Air conditioning, 65 in tv, full queen mattress wall bed as well as two twin sofa sleepers,, full kitchen with all the amenities . Owner...
Moloaa Bay Cottage: 1 BD/1 BA Home with Den, Loft & A/C
Moloaa Bay Cottage is located in Moloaa just steps away from a white sand beach. The Cottage: At the south end of the property near the entrance is a detached separate 2nd story guest house consisting of 994 square feet of air-conditioned living area with 1 bedroom +...
Kaanapali Alii | 361
This beautiful sixth-floor Maui vacation rental is a serene escape, featuring an open floorplan adorned with tile floors throughout. Guests can unwind on the large, private lanai while soaking in the gorgeous ocean views, creating a perfect backdrop for relaxation or...
Princeville Mountain View Private Home
Private home within walking/biking distance of Sea Lodge Beach, Golfing, Tennis and Princeville Center. Distant ocean views from upstairs office. Enjoy wonderful mountain and waterfall views as you sip your coffee or cocktails from the back deck. Downstairs bedrooms are...
KBM Resorts | FREE CAR | Islands at Mauna Lani | 2-Bedroom Condo with Golf Cart & Exclusive Private Beach Club Access! IML-E4
Renovated suite a at Mauna Lani with gourmet kitchen, lanai with BBQ - ideal for an unforgettable Hawaiian vacation.** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and...
Pau Hana Hale - Private Mini-Resort with Pool
Pau Hana Hale, Princeville Pau Hana Hale is a tranquil and secluded residence nestled at the end of a peaceful cul-de-sac on a spacious lot, surrounded by verdant valleys in your own private mini-resort. Offering sweeping views, you can relax under the shade of the...
Hale Pono- Oceanfront, private, gated, great views, AC, large property
Welcome to Hale Pono!The North Shore of Oahu’s premier luxury getaway.Please message me with any questions about available bookings.This hidden, elegant beauty sits on pristine property within the exclusive, gated community of the Sunset Beach Colony. Surround...
Maui Resort Rentals: Luana Garden Villas 5A – Modern 3BR Villa at Kaanapali’s Newest Luxury Residences!
This luxurious 3Bedroom/3Bath residence is conveniently set within Enclave One of the Luana Garden Villas. This premiere grounded offering's southern orientation offers a bright inviting setting for you and your ohana (family) and its designation within our "Grounded"...
A/C OCEAN VIEW LUXURIOUS HAWAIIAN GEM
AMAZING OCEAN VIEW, GROUND LEVEL CONDO, SLEEPS 4. #B112 Perfect for a family vacation, special occasion or that romantic getaway for two This contemporary condo offers everything you could need and more....including zoning to the crashing sounds of the ocean waves from...
Dazzling Ocean View, Modern, Whole house AC. Upgraded Glass for a quiet setting
Zone for vacation rentals and not impacted by proposed zoning changes. Fully legal and stable rental unit. Fresh out of helping the Lahaina fire victims, our unit is back on the market. Modern, fully updated spotless condo with a great view of the beach. Everything is...
Oceanfront Luxury at Waipouli Beach Resort
Experience resort. style oceanfront living in this stunning 2. bedroom, 3. bath condo at Waipouli Beach Resort & Spa, a premier destination on Kauai. With breathtaking direct ocean views from every room, this luxurious retreat is just steps from the beach, pool, and...
3BR & Honeymoon Ocean Villas Getaway at Turtle Bay
This villa is a unique combination of our existing two villas; our 3-bedroom (VRBO 3722129) and our one-bedroom (VRBO 3722906) villas. These two units are separated by adjoining doors. We've chosen to add this listing, combining the two villas due to popular demand from...
Country Club Villas#316 Top Floor, Incredible Oceanview, Spacious Lanai, Ac
Beautiful & Spectacular Top Floor unit at Country Club Villas. Unit#316 is a truly fantastic option, sleeping up to 8!Located in the heart of Keauhou, this remodeled top floor, 3 Bedroom unit is a true stunning beauty!You'll be able to enjoy 2 bedrooms, and 2 bathrooms...
Tropical Living, Hawaiian-Style Home. 1 Mile from Kona Town.
The Hula Hut is really much more than a hut. It's a private, 3 bedroom, 2 bath home located exactly 1-mile south of Kailua-Kona town. Decorated in a fun, relaxed, island-style funkiness, this home comfortably accommodates up to 6 people in a tropical living style. It's...
Hale Kamaole 112 Romantic Beach Retreat/ King Bed/ A+ Internet
Hale Kamaole: Romantic Bright & Airy Beach Condo ACROSS THE STREET from Kamaole III Beach in South Kihei! Tasteful heritage decor, fast internet, King bed, walk-in shower, 1st floor unit. Perfect for couple's getaway, anniversaries, brides & honeymooners. Spacious lawns...
Kauai Kai – Luxury Oceanfront Home on Poipu Beach Coastline
One of the island’s finest Kauai oceanfront rentals set on the dramatic Poipu Beach coastline. Remodeled to perfection, this home has ocean and coastline views from almost every room and offers the perfect setting for the vacation of a lifetime. Showcasing stone...
Newly Renovated Waikiki Beach 1 Bedroom/1 Bath Condo
Just 2 blocks from the world-famous Waikiki Beach. Short-term 1 to 6 month rental (28 day minimum). Completely renovated 1 Bedroom, 1 Bath condo at Waikiki Lanais with a private lanais with golf course and mountains views. Unit features all new kitchen with granite...
Beautiful ocean front, ground level condo with A/C.
Welcome to beautiful unit E105! From the minute you arrive at Papakea, you will begin to feel the aloha spirit. This unit has been recently remodeled with granite counter tops, cabinets, bamboo floors in living room, new tile shower, new tile floors and new washer/dryer...
Stunning Oceanfront 1bd - Maalaea Kai 315
Welcome to your home away from home! This beautifully updated one-bedroom condo combines modern comfort with tropical charm, making it an ideal getaway for couples or solo travelers. Just steps from the beach, you can enjoy breathtaking views from your private lanai...
Maui Resort Rentals: Honua Kai Konea 818 – Luxurious 2BR Corner Suite w/ Oversized 450+ sq ft Balcony & Beautiful Partial Ocean & Mountain Views!
Konea 818 is a luxurious 8th-floor two-bedroom "penthouse" corner suite and one of the few offerings at Honua Kai that afford views of both the tranquil blue Pacific and the majestic West Maui Mountains. Take in the dramatic scenery while you dine, entertain, or simply...
Updated with Ocean & 2-Island View! Free night with 1 week booking!
Enjoy ocean views along with views of Lanai and Molokai, Situated on the 6th fairway of the Kaanapali Royal golf course, condo A202 offers the serenity of watching year round sunsets. This newly remodeled spacious Maui Eldorado 2nd floor condo has been freshly painted...
Hilo Haven w/ Pool, A/C & Wi-Fi
Newly Remodeled Hilo Studio Condo w/ Park Views, A/C, Pool & King BedStay in style right in the heart of Hilo! This fully remodeled condo has everything you need for a relaxing island getaway—plus a few extras you’ll love.Enjoy your Big Island stay in this fully...
2 Bedroom Condo @ Mauna Lani, Ocean Views, walk to Hotel & beach. Open Sept-Oct
Our luxury 1400+ sq ft condo (F102 at the Mauna Lani Terrace) is walking distance from the world class (Auberge) Mauna Lani Resort, with nearby restaurants, Stores tennis, and golf facilities. It’s a short walk either to Mauna Lani Hotel or to one of the Islands best...
Luxury Ocean View Condo - Kahana Sunset D4 - A/C & 5G WiFi - Pool
Kahana Sunset is a beachfront resort on the world famous west coast of Maui, 10 minutes south of Kapalua and north of Kaanapali. You will be swimming and snorkeling with turtles and tropical fish off of the white sand beach of protected Keoni Nui Bay. There is a heated...
Ocean View/Golf course A210 Maui Eldorado, Remodeled
E Komo Mai “welcome” to Maui Eldorado A210, with ocean and Kaanapali golf course views at unit A210!!Enjoy a fresh and modern stay with a newly remodeled kitchen, bathroom, flooring and furniture. Located in the heart of Kaanapali. Voted #1 Kaanapali beach by Conde...
Remodeled prime oceanfront 1 bedroom Kihei gemn
Welcome to Nani Kai Hale 209. This is a completely remodeled oceanfront 1 bedroom, 2 bathroom condo stunner. Enjoy ocean views throughout this unit and from your private lanai. Being a corner unit the condo feels more private, with more natural light having more...
Ko Olina Beach Villas O1011 by Gather: Lux Penthouse w/ 2 Lanais & Stunning View
Welcome to Ko Olina Beach Villas O1011, a three-bedroom, three-bathroom penthouse on the 10th floor of Oahu’s renowned Ko Olina Resort. With 1,532 square feet of beautifully appointed living space and two expansive lanais, this villa blends modern luxury with island...
Oceanfront Paradise: Fully Remodeled Ground Floor Condo (HKOK119)
Hawaii Tax ID: TA-116-545-2800-01TMK: 390080030038Bedding Configuration:Bedroom: KingOceanfront Paradise: Fully Remodeled Ground Floor CondoWelcome to your perfect coastal retreat! Our fully remodeled ground floor condo offers a serene oceanfront experience with...
Aloha Condos, Kanaloa at Kona, Condo 1804, Oceanfront, AC
This luxury condo is as close to the beautiful blue waters of the Pacific Ocean as you can get at Kanaloa at Kona. Unit 1804 is a top-floor (second floor) oceanfront condo with over 1700 square feet of living space with all the amenities of home. The 180 degree view of...
Comfortable Camping - North Shore Oahu #2
Enjoy this unique, budget-friendly way to stay on Oahu's North Shore! Our tent is nestled among lush greenery with a stunning view of the Ko’olau Mountain range. Experience the beauty of nature without sacrificing comfort! Our tent features a cozy king-sized bed,...
Stylish Kihei Condo — Steps to Sugar Beach
Summary:Embrace the ultimate in relaxation at our renovated Kihei condo, just steps from stunning Sugar Beach. This serene corner unit, with breathtaking ocean views, offers unparalleled comfort and style. Whether enjoying coffee on your private lanai or exploring...
Amazing 4th floor Oceanfront 3 bd/ 3bth condo! Lower rates for April and May!
Welcome to Papakea! Located on the ocean between the Kaanapali and Kapalua world-class golf resorts and minutes from shops, restaurants, and galleries. Papakea is a 13 acre oceanfront resort with the true aloha feeling of Maui. Our oceanfront unit is F406, a fourth...
Ocean View Condo! Across from White Sands Beach! Remodeled bathroom showers!
WE'RE OFFERING UP TO 20% DISCOUNTED SUMMER PRICES FOR NEW BOOKINGS IN JUNE THROUGH SEPTEMBER, 2024. TAKE A LOOK!**NEWS FLASH--WE HAVE PURCHASED ANOTHER 1 BEDROOM/1 BATH CONDO 2 MILES NORTH ON ALII DRIVE! SEE PROPERTY AT VRBO LISTING #709386.** Our White Sands Village...
Kaanapali Alii | 364
Welcome to Kaanapali Alii 364, a stunning sixth-floor condo that offers a perfect blend of luxury and comfort in the heart of Kaanapali. This beautifully designed vacation rental features elegant tile flooring throughout the spacious living and dining areas, while plush...
LUXURY GOLF COURSE FRONTAGE HOME "D", MODERN CLEAN, GATED, Nr. JBPHH, CAMP SMITH
Welcome to Hillside Perfection on the Greens at Golf Ridge Homes!Discover your ideal fully furnished, 5 bedroom, 4.5 bath, air conditioned executive home located in central Honolulu. Perfect for leisure visitors, savvy business travelers or visting construction teams...
On the Beach! Popular Unit A6, Gorgeous Remodel. An Ideal Location.
NEWLY Remodeled, You'll appreciate the Quality and Attention to Detail. Kihei Sands is a Direct Beachfront complex and from your front door you are just steps away to Maui's world famous white sand SUGAR BEACH. 5 miles long, Sugar Beach is Hawaii State's longest beach....
Oceanview Townhome, freshly updated in Keauhou, close to Kona.
Aloha, and welcome to "Makani Moana #104" a beautifully appointed private townhome and tropical retreat at Keauhou Resort. Located near the ocean and tucked away in a quiet area, this comfortable townhome is our little piece of paradise on the Island of Hawaii and we...
Excellent North Shore Paradise 2BD/2BA / Pool / Gym / NEW A/C
LOCATION, PRIVACY & OUR COMFORTABLE BEAUTIFUL HOME.....Are just a few words that best describe this ground floor condo at Plantation at Princeville. Unit 1411 has two bedrooms and two full bathrooms. The Master Bedroom is spacious and opens to a large Lanai. The Master...
Welcome to Mavi Bay, luxury ocean view condo,by Kamaole II beach newly renovated
Welcome to Mavi Bay, our beautiful condo, completely renovated and professionally decorated in summer/fall 2024. You are sure to have a marvelous stay at this 1 bedroom condo in Kihei across one of the best beaches with sweeping ocean views from the sixth floor.From the...
Hoyochi Nikko # 103, 1st Floor Direct Oceanfront Beauty
After visiting Hoyochi Nikko for 20 years we decided to purchase our own piece of paradise in this ocean front ground floor beauty. Hoyochi Nikko is a small 18 unit complex, so you do not have the large crowds that Hotels and Larger complexes have. In fact, a lot of the...
Hawaiian Classic on Golf Course with Stunning Views
Hale Honoiki is a classic Hawaiian Style getaway with a second story lanai that extends around the entire house. Here you will enjoy views of the magnificent ocean, lush mountains and abundant waterfalls. The large sliding glass doors in each room allow the trade winds...
OCEANFRONT NEWLY RENOVATED CONDO "AMAZING VIEWS"
June 1 to June 5th special $150 per night!!! FREE HI SPEED WIRELESS INTERNET CONNECTIONFREE LONG DISTANCE CALLING TO USA AND CANADAOcean front condo has been recently remodeled100 feet from one of the finest beaches in MauiWonderful snorkeling and water sports at your...
Nalu Collection 2/2 Oceanfront Living~Luxurious Amenities OPEN 4/18-29
The Nalu Collection is a premier group of boutique, luxury villas within Ko Olina Resort. Our properties are consistently top rated, and upgraded with custom-made furniture, natural materials, appliances, and amenities. We personalize each arriving guest party based on...