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.
Poipu Beach 2 BR/2BA Townhouse A/C ~Lanai w/BBQ
Breezy 2-bedroom, 2-bath Poipu townhouse with air conditioning and a private lanai with BBQ, just minutes from Poipu Beach, snorkeling, dining, and shopping. You will have access to the Poipu Beach Athletic Club. They are a full gym, with pickle ball courts, classes and...
Private Home in Wa'a Wa'a for a relaxing getaway
Experience Wa'a Wa'a like a local in a private home. This cozy off the grid retreat features soothing ocean breezes, birds singing, and a gorgeous living space with ocean views. This home sleeps up to 2. Featuring a comfy memory foam queen bed and a cozy sofa bed.Enjoy...
Large Updated 1 Bed/2 Bath near Ocean and Beach - Maui Kamaole B107
Book with us and come to Maui to explore everything we have to offer!Spacious & secluded ground floor unit with garden view. Maui Kamaole is an immaculately landscaped piece of paradise. Beautiful beaches are a short 1/2 mile walk in either direction. Bedroom features...
Waipouli Beach Resort B402 Ocean View 2 BD 3 BA
- 4th floor spacious condo with 3 balconies- 1,312 square feet / 122 square meters- Maximum 6 persons including children and infants- 1 king bed, 1 queen sofa bed, 1 Queen Bed- Crib on request at no charge- Aerobeds on request at 15 USD per night- TV with cable channels...
Heart of Waikiki | Kitchen | Free Parking | W/D
This spacious 10th floor condo in a prime Waikiki location is just a short walk to Waikiki Beach, Fort DeRussy Park, International Marketplace, and Royal Hawaiian Center. Enjoy easy access to many restaurants, shops, and local attractions. The condo features a full...
3 Units, Neighborhood One Queen with Lanai, Romer House Waikiki
This listing is for 3 separate rooms within a hotel. The price shown in the listing covers all 3 rooms.✦ Each room is 364 sq. ft, equipped with complimentary toiletries, TV.✦ Rooms are not adjoining and possibly not next to each other. Spaces are assigned upon arrival...
Lush Garden View w/A/C, WiFi and Lanai-Kamaole Sands
Kamaole Sands - Unit #8103 On The Ground Floor: This charming one-bedroom/two-bathroom unit features light rattan furniture with pops of color in the accent furniture and artwork. The open-concept layout and design were created with to create a relaxed ambiance.Upon...
Nature Accommodation on a Sustainable Farm in Kealakekua Bay, Hawaii
Main House Suite with Private Bathroom and Kitchenette. Sleeps up to 3. Additional person charge of $29 above 2 persons. Welcome to our suite, one of the finest vacation rooms for rent in Hawaii. This has always been our VIP guest room. It is a beautiful airy room with...
KAS 8409 Ocean Views from this Freshly Updated 2BD Kihei Maui Condo
Kamaole Sands 8409 NEW LISTING Enjoy Ocean Views from this 2Bedroom, 2Bathroom Condo, Conveniently Located Within Walking Distance to the Beach! FREE daily activities included with your stay value up to $554! Complimentary admission, every day of your stay*: Whale...
New listing! Lovely Poipu Condo with Gym and Pool
Spacious South Shore Condo with Mountain Views and Resort AmenitiesDiscover this sophisticated 1,576 sq. ft. two-level retreat in Pili Mai, offering spectacular mountain and tropical landscape views in desirable Poipu.Property Features: • Spacious, open floor plan with...
Penthouse Condo with Ocean & Diamond Head Views at The Windsor
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.*This property is new to our inventory, so reviews are on the way! Rest assured, it has been carefully...
Honua Kai | 2 Free Rental Cars | KBM Resorts | Extra Luxury Villa | 2 Units, 6 Bedrooms | HK ML-1451
** 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 receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Paradise Found: Ocean view 1‑Bedroom Condo Available May 23rd - May30th
Welcome to your Kauai getaway! This beautifully updated one‑bedroom condo in Poipu offers stunning unobstructed ocean views, modern comforts, and access to exceptional resort amenities—all just steps from Lawai Beach, one of the South Shore’s favorite snorkeling...
Three Bedroom PLUS separate Studio on same floor ocean View.
Note: If you are planning to sleep 9 or less guests you can save by only booking the three bedroom/2 full bathrooms unit, please inquire.Ocean View 3 bdrm/2 full baths ocean view PLUS a separate Studio/1 full bath located on the top floors of one of the most distinct...
Aqua Aloha Surf Waikiki 804 Deluxe Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki 804 Deluxe Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Full/double bed, (1) Twin bed + (1) Queen sofa sleeper, sleeps 4, 367 St FtAqua Aloha Surf Waikiki brimming with island personality offers a range of...
Pool House Studio with King Bed – Poolside Retreat
Stay poolside in this spacious 484 sq. ft. studio featuring a king bed, a sofa bed, and a convenient wet bar. With modern amenities like air conditioning, free Wi-Fi, and a flat-screen TV, this studio is perfect for a laid-back and refreshing escape.Key Features: •...
Coconut Plantation 1100-2: Elegant 3BR Condo Near Beach & Golf
Coconut Plantation 1100-2 welcomes you to an idyllic escape in Kapolei, HI, surrounded by tropical beauty and the comfort of resort-style living. This thoughtfully designed residence features 1,834 square feet of interior space and accommodates up to seven guests across...
Hibiscus Hale - Perfect for 2!
Take it easy at this tranquil getaway on Oahu`s North Shore. This eclectic container-turned-guesthouse is insulated & cooled with 2 split A/C units, has a cozy queen bed with all the amenities - Wifi, smart TV, off-street parking right in front of your unit & outdoor...
7 nights from Jan 11-18 at The Ritz Carlton Club, St. Thomas
Indulge in a week of pure Hawaiian luxury at The Westin Princeville Ocean Resort Villas.Your stay in a 1-Bedroom Premium Villa from January 11–18 offers the perfect blend of elevated comfort, privacy, and island serenity on Kauaʻi’s breathtaking North Shore.Perched high...
One Bedroom Suite with Kitchen, King bed & sofabed
Discover a serene oasis just steps from the iconic Waikiki Beach, where tranquility meets excitement. Explore nearby treasures such as the Royal Hawaiian Center and Diamond Head State Monument. Only a short drive from Daniel K. Inouye International Airport, this vibrant...
Paradise resort home in Ko Olina Coconut Plantation
Welcome to your dream vacation home at Coconut Plantation - the most amazing destination in Ko Olina! Whether you're looking for a breathtaking sunset, a romantic getaway, a fun beach stroll, an exciting round of golf or a relaxing spa retreat, this resort has got you...
Hilton Hawaiian Village Lagoon Tower:Two bedroom suite at a perfect beach resort
Concierge Realty is proud to present luxury villas at Hilton Hawaii Village!We are able to offer reservations in weekly increments with arrivals and departures on Saturdays only.This amazing resort has it all. Set on 22 acres of lushly landscaped beach front property,...
New Listing: Oceanfront Studio - A Perfect Escape
Lahaina Shores 533 – Oceanfront Romance & Unforgettable ViewsPerched on the 5th floor of the beloved Lahaina Shores Beach Resort, this beautifully renovated studio offers an unbeatable combination of modern luxury and timeless island charm. With first-class décor,...
Hale Ohana Ho’omaka by Gather: 3BR Condo w/ Lanai, Pool & Loft
Welcome to Hale Ohana Ho'omaka, a newly furnished three-bedroom, 2.5-bath retreat in the heart of Princeville that sleeps up to 8 guests. With vaulted ceilings, breezy lanais, and distant ocean views, this 1,173-square-foot home offers island living that feels both open...
Breathtaking Views -Remodeled Ocean Front Condo - Makena Surf Resort F-111
Makena Surf #F-111 – Oceanfront Comfort with Ground-Floor ConvenienceEnjoy luxurious oceanfront living at Makena Surf #F-111, a spacious ground-floor, 2-bedroom, 2-bathroom condo featuring beautiful ocean views and a peaceful island ambiance. With a prime location just...
Discover serenity at our home. 3 beds, 2 baths, steps from world class Makaha beaches. Enjoy a spacious retreat with a fully equipped kitchen, outdoor BBQ, and scenic views. Nearby hiking, golf, and local attractions. Safe and convenient. Your Hawaiian escape awaits!
MS7 Cozy Escape in the Heart of Waikiki with 1 Parking
Location, location, location! Our elegantly renovated studio is just one block from Waikiki Beach and at the heart of shopping, dining, and nightlife. Enjoy the convenience of FREE parking and FREE Wi-Fi. The well-equipped kitchen includes all the cooking essentials you...
Princeville's Best-Kept Secret! 2 Spacious Units, Swimming Pool, Full Kitchen!
Set on the scenic shores of Princeville, this resort offers direct access to Hanalei Bay and nearby beaches, perfect for water activities and nature exploration. Enjoy well-appointed accommodations with convenient proximity to local dining and shopping options, ideal...
Puunoa Beach Estates 104 3 Bedrooms | 3 Bathrooms | Sleeps 6 | Oceanfront ________________________________________ Welcome to Puunoa Beach Estates 104, a beautifully renovated three-bedroom oceanfront villa that blends refined island design with the comforts of a...
Cozy studio condo with AC and WiFi in charming Koloa/ Poipu
Nestled in Koloa, this delightful condo is a tranquil oasis for guests seeking a serene getaway. With a cozy bedroom and a well-equipped bathroom featuring a shower and hair dryer, this gorgeous property provides all the comforts of home. Enjoy modern amenities like...
Aqua Aloha Surf Waikiki 218 Moderate Studio with Partial City Views, Sleeps 2
Aqua Aloha Surf Waikiki #218 Moderate Studio with Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed, Sleeps 2, 253 Sq FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for couples and solo...
Makani A Kai A4 - Oceanfront Walkout - 15 feet from beach
Oceanfront Escape at Makani A Kai A4 – Maalaea, Maui. Welcome to your own slice of paradise on Maui's southern shore! This 1B/1B walkout sits on the beach in Maalaea, offering breathtaking ocean views, and private access to 3 miles of the secluded sandy Sugar beach....
Royal Kahana Maui 605 Ocean View Studio
This charming ocean-view studio offers a cozy spot to unwind after a day of island adventures. Ideal for small groups or families. Unit 605 Ocean View Studio• 6th floor studio with balcony overlooking the ocean and view of the island of Molokai • Studio kitchen includes...
Family Retreat: 2BR Villa at Sheraton Kaua‘i Resort
Located on Kaua‘i’s sunny South Shore, the 2-Bedroom Villa at Sheraton Kaua‘i Resort is the perfect choice for families or groups seeking space, comfort, and direct access to Po‘ipū Beach. With approximately 1,100 square feet of living space, this villa comfortably...
Kanaloa at Kona Partial Ocean View 2 Bedroom
Beautiful condominium situated on 16 acres of a secluded oceanfront lava flow overlooking beautiful Keauhou Bay. Relax in tropical gardens and lush flower-filled landscapes. Golfers, families and outdoor enthusiasts will enjoy snorkeling, golf and deep-sea fishing...
Tropical Tranquility and Sunset Views! Maui Vista 2223
Tropical Tranquility and Sunset ViewsWelcome to your perfect Maui getaway! Nestled in the heart of South Kihei in the desirable Maui Vista Resort, this beautifully renovated condo offers the ideal blend of comfort, convenience, and island charm. Whether you’re seeking a...
A private porte-cochere leads you to the luxury and grandeur that is Kahala Place. Steps away from Kahala beach, Waialae Country Club, and The Kahala Hotel -- this is a very special estate. All bedrooms with their own en-suite bedrooms. Master with his and her walk-in...
Beach Lover's Dream: Inviting Room with Stunning Partial Ocean Views!
Prime Waikīkī Beach location with easy access to shopping, dining and attractions. Relax in contemporary rooms featuring island charm, plus enjoy a rooftop pool and 24-hour fitness center.PLEASE NOTE:This listing is specifically for a hotel room located within a hotel,...
Welcome to 365, a gorgeous condominium in Maui’s exclusive Kaanapali Alii Resort. This luxury residence offers dazzling unobstructed views of the sparkling Pacific Ocean disappearing into the horizon and neighboring islands Lanai and Molokai. Vast windows and a private...
Rest and recharge in this luxurious four-bedroom, four-bath island retreat, where indoor comfort meets stunning outdoor living. The open-concept kitchen and living area flow seamlessly onto a spacious, furnished lanai, perfect for enjoying the coastal breeze. Step...
Wailea Beach Villas PH106 - 2 Bedroom Garden View Penthouse
Welcome to Wailea Beach Villas Penthouse 106, a luxurious ground-floor retreat in one of Mauiâs most prestigious beachfront communities. This stunning 1,899-square-foot villa offers the perfect blend of island elegance and modern comfort, making it an exceptional...
Christmas Week Dec 19-26th at The Westin Nanea ocean resort on Kaanapali beach
Special week December 19th - 26th!!!!!Experience Nanea - a state of relaxation and repose - firsthand. Resort blends a top-notch vacation experience with the authentic history and culture of Hawaii. Amenities include a 10,000 square foot lagoon style pool with a upper...
Honua Kai K204 Elegant 2BD Maui Condo w/ Lanai, Pools, Beach Access & Mountain View
Honua Kai K204 Experience the Maui Beach Resort Life from this West Maui Condo, Steps to the Pool and Sand Professionally managed by Maui Paradise Properties. Welcome to your Maui Retreat: Welcome to Honua Kai Konea 204, an expansive two-bedroom, two-bath retreat that...
** 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 receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Tranquil Oceanfront Retreat | Lahaina Shores 421, Pure Aloha!
Lahaina Shores 421 - Many upgrades!Welcome to Lahaina Shores 421—a beautifully appointed oceanfront studio on the 4th floor, designed for comfort and relaxation. Perfect for two guests, this retreat features central air conditioning, a brand-new platform bed with a firm...
Beautifully designed quiet townhome with a fenced backyard!
Unique and inviting 2 story townhome with a yard ! Upper level features a master suite with separate bathroom and trundle bed under California King, second bed has a Queen bed and a single bed folded in closet and it’s own full bathroom. Main level has a sectional couch...
The Westin Kāanapali Ocean Resort/ 2-Bedroom
Summary:Explore the summit of a dormant volcano. Or hike through a rainforest to a 400-foot waterfall. There’s no better place than Maui for a once-in-a-lifetime experience. The Westin Kā‘anapali Ocean Resort Villas maintains relationships with the top tour operators on...
Wyndham Royal Sea Cliff | 2BR/2BA King Balc Suite
Summary:Nearby Pu‘uhonua o Hōnaunau, an ancient sanctuary whose name means "the place of refuge," could easily describe this resort. Oceanfront, modern, and conveniently tucked outside Kailua-Kona, tranquility reigns. It’s the ideal home-base for all of your island...
AS11F-02 Heart of Waikiki: Partial Ocean Corner View
Aqua Aloha Surf Waikiki is located in the heart of Waikiki, the world-renowned Waikiki, you’ll have quick access to all that this historic part of town has to offer, including an array of shopping, dining, and entertainment options. Not to mention the famous...
Westin Princeville Ocean Resort Villas Studio Unit - Many Dates Available!
Located on the north shore of the Princeville Resort, along a cliff two hundred feet above the ocean, you might just have found your paradise. The beautiful Westin Princeville Ocean Resort Villas is set on eighteen oceanfront acres and absolutely packed with the...