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.
Free parking, chocolate covered MACO nuts/waters, F/Kitchen, GYM, AC, WiFi, pool
This deluxe studio is in the Royal Kuhio building. We manage 39 units and are offering a rare experience opportunity to stay in one of our units. Each unit has a full kitchen, including a box of chocolate macadamia nuts and 4 bottles of water to WELCOME you to our...
Maui Banyan T203 Spacious Island Getaway Close to Kamaole Beaches
Welcome to your serene Maui getaway at Maui Banyan T203, a beautifully designed retreat offering the perfect blend of comfort and island style. Located in the heart of Kihei, this condo sleeps up to six guests and provides everything you need for a relaxing Maui...
Happy home Hawai’i 201
Newly updated two bedrooms one bathroom home in the heart of Honolulu. 650 sq ft living space, 1 full bath, full kitchen with large dining table, and large living room. A/C in each bedroom, Ceiling fan in each bedroom and living room too. Great location and value for a...
Wailea Beach Villas K207 Luxury 2-Bed Penthouse with Partial Ocean Views
Wailea Beach Villas has been ranked #4 in Hawaii by Condé Nast Readers. This recognition places WBV among the very best resorts in Hawaii, and the best on Maui!This property is hotel zoned, and not affected by the recent proposed legislation.Welcome to your luxurious...
WorldMark Kihei - 1 Bedroom
🌺 Island Comfort at WorldMark Kihei — One-Bedroom Beachside Escape 🌺 1 Bedroom • King Bed + Queen Murphy Bed • Sleeps 4 Escape to Maui’s sunny southern shore at WorldMark Kihei, a full-service beachfront resort just steps from the sand. Perfect for couples or small...
Feel Royal in a Royal Garden studio suite, Waikiki
Located along the Ala Wai canal, the resort boasts European-style gardens blended with the tropical appeal of Oahu. The outdoor pool, garden, media lounge, and sauna bring tranquility, while bustling Honolulu adventures abound beyond the grounds. Come find your piece of...
HGVC Point At Poipu 2 Bed 2 Bath Unit
PLEASE DO NOT RELY ON CALENDAR FOR AVAILABILITY! THIS IS A TIMESHARE RESORT AND THEREFORE DATES COME AND GO EVERY DAY. PLEASE USE "ASK OWNER A QUESTION" BUTTON FIRST TO INQUIRE ABOUT AVAILABILITY. DO NOT SEND A BOOKING REQUEST BEFORE CONFIRMING YOUR DESIRED DATES ARE...
KBM Resorts | FREE CAR | Honua Kai Hokulani | Mountain view | 1-Bedroom Condo, Breathtaking views! HKH-524
** 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...
Luxury Oceanfront Living at the Sands of Kahana
This listing is a combination of 2 separate units close to one another.Each unit can accommodate 4 adults and 2 kids. Total of 8 adults and 4 kids. DescriptionWelcome to a rare opportunity to experience the best of oceanfront living at the Sands of Kahana. This listing...
Lodge at Kukui'ula Villa 4
This stunning villa provides barefoot elegance and comfortable accommodations for up to eight guests across four bedrooms. Three bedrooms are found in the primary home, with a fourth bedroom located in the detached 'ohana, providing a private oasis for guests who choose...
Wailea Beach Villas PH205 - 3 Bedroom Garden View Penthouse
Welcome to Wailea Beach Villas Penthouse 205, an elegant retreat that showcases sophisticated furnishings, vibrant colors, and striking artwork. This family-friendly penthouse features three bedrooms and three full baths, offering ample space for families or groups to...
Hawaiian Luxury Villa – Tranquil Elegance at Mauna Kea Resort
Summary:Experience the pinnacle of Hawaiian luxury in this stunning 3-bedroom, 3.5-bath retreat, nestled within the prestigious gated community of Kauna'oa at Mauna Kea Resort. Just a short walk to the beach, this exquisite pod-style home offers seamless indoor-outdoor...
Keauhou Punahele D-102 Ground Floor, Gorgeous Remodel, Incredibly Spacious
Keauhou Punahele D-102 – Remodeled Ground Floor Retreat in Kona’s Premier Coastal CommunityWelcome to Keauhou Punahele D-102, your perfect Hawaiian getaway nestled in the heart of Kailua Kona. This beautifully remodeled ground floor condo offers modern island living...
Westside Magic 3bed 2 bath house in terrific westside of oahu!
Experience the paradise of Hawaii’s West Side! Just half a block from the beach, this home offers stunning ocean views. Relax on the lanai and take in the beautiful shades of blue, turquoise, and green that only Hawaii’s waters can provide. Dolphins can be spotted...
Welcoming 3-bedroom condo with AC in sunny Kihei
This memorable condo is the perfect home base for your trip to Kihei. With three bedrooms featuring two queen beds, one full bed, and a twin bed, there’s plenty of space for everyone. Guests can relax in the charming living room, which includes a sofa bed and a crib for...
Dlx 1BR Beachfront Maui Condo..Kihei/South Shore. AC. Stunning Ocean Views!
Aloha: Welcome to your own 1Br oceanfront Maui condo rental, ideally located on the sunny South Shore/Kihei...just steps to the sand! Enjoy stunning ocean views from your own private lanai/balcony, while listening to the sound of the surf! Appointed in a hawaiian-...
Modern Studio in the Center of Waikiki!
Enjoy a stylish experience at this centrally-located place in the center of Waikiki! Two blocks to Waikiki Beach to enjoy unforgettable sunsets, rejuvenating Pacific Ocean swimming, and mind-numbing ocean gazing. Steps to world class or budget friendly dining. You can...
Palms at Wailea Villa 301 Garden Deluxe 1 BD 2 BA
Relax in this one-bedroom villa with tranquil garden views in the heart of Wailea’s resort community. Designed for comfort and convenience, it features a full kitchen, airy living space, and easy access to beaches, golf courses, and walking paths. Villa 301 Garden 1...
7th Fl Ilikai | AC | Pool
The SpaceExperience Waikīkī charm with a touch of island aloha in this beautifully decorated Ilikai suite. From your private balcony, enjoy sweeping lagoon and ocean views while sipping morning coffee and watching surfers at Kaiser Bowls.Condo Features• Queen bed for...
Aqua Aloha Surf Waikiki 506 Deluxe Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki 506 Deluxe Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Full/double bed, (1) Twin bed + (1) Queen Futon, Sleeps 4, 361 Sq FtAqua Aloha Surf Waikiki offers a range of accommodations that are perfect for...
Aqua Aloha Surf Waikiki 217 Moderate Studio with Partial City Views Sleeps 2
Aqua Aloha Surf Waikiki 217 Moderate Studio with Partial City Views located just 2 Blocks to Waikiki Beach, (2) Twin beds, Sleeps 2, 219 Sq FtAqua Aloha Surf Waikiki offers a range of accommodations that are perfect for couples and solo travelers. On-site amenities...
Islands at Mauna Lani N3
Design and style inspired by the Far East blend nicely with tropical Hawaiian touches in the Islands at Mauna Lani N3. From the moment you walk into this two-bedroom two and a half bathroom vacation rental you will be wowed with the wood flooring, white-on-white living...
Kapalua Ridge Villa 212, spacious with ocean views.
Escape to paradise at Kapalua Ridge Villa 212, where Ocean views, spacious interiors, and refined island touches come together to create the perfect Maui getaway. Located within the prestigious Kapalua Resort community, this 2-bedroom, 3-bath villa comfortably...
Best View in Honolulu
HUGE 1,400 square foot property - 2 spacious bedrooms, 2 bathrooms, living room, dining area, kitchen, washer/dryer, central air conditioning, 300 sq. ft. lanai (the size of a NYC apartment!), one of the most spectacular and expansive views in all of Hawaii - Diamond...
Discover Tropical Fun and Family Adventure at Kings’ Land by HGV-2 Bedroom
Looking for the ultimate family getaway in paradise? Kings’ Land by Hilton Grand Vacations offers the perfect blend of relaxation, adventure, and luxury on Hawaii’s stunning Big Island. Whether you're exploring volcanic landscapes, snorkeling in crystal-clear waters, or...
Aqua Aloha Surf Waikiki 813 Moderate Studio with Partial City Views
Aqua Aloha Surf Waikiki 813 Moderate Studio with Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed, Sleeps 2, 223 Sq FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for couples and solo...
Lahaina Shores 512 Getaway Studio by the Beach Pool Hot Tub
Lahaina Shores 512 Relax in this Remodeled Studio at the Beach with Majestic West Maui Mountain Views! FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail, Snorkel...
Kamaole Sands - Deep Lanai with Inner Courtyard and Ocean Views!
Discover paradise in this stunning condo at Kamaole Sands, Building 10, with some of the best ocean, fountain, and garden views in the complex. Relax on the spacious private lanai with a tropical ceiling fan, perfect for savoring Maui's breathtaking sunsets.The modern...
Kaanapali Maui Eldorado J204 Garden View 1 BD
Tucked away on peaceful Kaanapali golf course, this one-bedroom condo features lush garden views and easy beach access. With a comfortable bed and well-equipped kitchen, it offers a relaxing stay for couples or small families looking to enjoy island life. Unit J204...
2-bedroom house in stunning Discovery Harbour perfect for a relaxing getaway.
Your Naalehu adventure begins at this 2-bedroom house. Inside, guests find one king bed and one queen bed, perfect for a restful night. The bathroom features a refreshing shower to start your day right. An adorable living room offers two sofa beds, providing extra space...
Kaanapali Maui Eldorado Partial Ocean 1 Bedroom
Take in partial ocean views from this one-bedroom Maui retreat set on Kaanapali golf course. Just a short walk from the beach, it offers a full kitchen, comfortable living space, and a private lanai—perfect for soaking in the breeze after a day of exploring. Partial...
Blissful 1 Bedroom w/lanai, WiFi, and Cable-#H206
Families love the homey touches of this one-bed/two-bath air-conditioned suite located across from popular Kamaole II Beach Park. The open kitchen features a breakfast bar, refrigerator, dishwasher, stovetop, oven, microwave and coffeemaker. Also enjoy a washer/dryer,...
Aqua Aloha Surf Waikiki 713 Moderate Studio with Partial City Views
Aqua Aloha Surf Waikiki 713 Moderate Studio with Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed, Sleeps 2, 223 Sq FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for couples and solo...
Sheraton Kaua‘i Resort Villas | Two-Bedroom Villa
Summary:Sheraton Kauai Resort Villas is located on the beautiful garden island of Kauai. This resort welcomes you with all the comforts of home for a relaxing vacation. Spend your days enjoying the beauty of nature with hikes, boat tours, whale watching, beaches, parks,...
Tradewinds Plaza Waikiki Oceanview Private Rental Sleeps 4
Escape to The Tradewinds Plaza in Waikiki TP606 - Your Ideal Vacation RetreatProperty Details:Address: 2572 Lemon Road #606, Honolulu, HI 96815Property Type: 30-day Minimum 1-Bedroom Vacation RentalEscape to The Tradewinds Plaza in Waikiki Suite 606 offers a spacious...
3-bedroom house in fabulous Honolulu with cool AC, beautiful view of skyline.
Located in Honolulu, this terrific house offers a comfortable retreat for guests. With three bedrooms featuring one queen bed and two full beds, there’s plenty of space for everyone to relax. Two bathrooms with refreshing showers add convenience to your stay. The cool...
Cozy 1-bedroom condo in Beautiful Waikiki with WiFi, AC, 2 blocks from the Beach
Desirable corner unit in secure gated complex, his Honolulu condo boasts 1 inviting bedroom. The living room features 1 futon and 2 twin air mattress beds, perfect for a small group of guests. Enjoy the lovely decor and modern amenities like WiFi and AC. Book now and...
Royal Kahana Maui 807 Ocean View 1 Bedroom
Experience Maui’s beauty from this inviting one-bedroom with panoramic ocean views, just minutes from beaches. Ideal for friends, couples, or adventure seekers. Unit 807 Ocean View 1 Bedroom 1 Bath• 8th floor condo with panoramic views of the ocean and the island of...
Poipu Shores Ohana - Two Ocean-Front Condos Side-by-Side
Summary:Two ground-floor oceanfront condos rented together, offering side-by-side living just feet from the water. Enjoy panoramic ocean views from both lanais, split-system A/C throughout, and space for families or groups traveling together. Walk to Poipu and...
Kiahuna Plantation Resort 192 Oceanfront 1 Bedroom
This oceanfront one-bedroom condo places you just steps from the sand, with sweeping views of Kauai’s most famous beach. A cozy retreat for up to four guests, it blends comfort with a front-row seat to paradise. Unit 192 Oceanfront 1 Bedroom 1 Bath• Fully equipped...
New | Intro Pricing | Steps to Beach | KBC C109
Enjoy the perfect Maui getaway at this ocean-view condo, located directly across from Kamaole Beach Park I—one of South Maui’s most beloved beaches for swimming, snorkeling, and relaxing in the sun.This two-bedroom, two-bathroom condo is comfortably furnished in a...
3BR Paradise with Direct Ocean Views – Westin Nanea Villas
Indulge in sweeping ocean views with this exceptional three-bedroom, three-bathroom oceanfront villa at Westin Nanea Ocean Villas, perched upon the pristine North Beach of Ka‘anapali. Boasting approximately 1,760 sq ft of indoor living space, this villa is designed to...
The Westin Kaanapali Ocean Villas Resort & Spa!
Beautifully appointed studio, one-bedroom and two-bedroom villas feature fully furnished kitchens, signature Heavenly Beds, Heavenly Baths with a separate whirlpool bath and shower, inu2013room washer and dryer, and everything you need to cast your cares away. Luxury...
KBM Resorts | FREE CAR | Honua Kai Konea | Spacious 2-Bedroom Condo & Perfect for Families! HKK-820
** 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...
WAIKIKI BEACH CONDO * 5 STAR Location, use of Owners Lounge, STUDIO *Sleeps 4
THIS IS A TIMESHARE RENTAL….please sent request before booking so l can verify with reservations on availability.SLEEPS up to4Imperial Hawaii Vacation Club boasts a location close to Waikiki's famed beaches and is packed with all the first-rate amenities you'd expect...
CW Royal Garden at Waikiki | King Balcony Studio
Summary:CW Royal Garden at Waikiki | King Balcony Studio• Size: 311 - 381• Kitchen: Partial• Baths: 1• Accommodates: 2 Guests• Beds: King Bed - 1Room Amenities• Hairdryer• In Room Safe• Broadband Internet Access• DVD Player• Stereo• Television• Wi-Fi Internet Access•...
Marriott Waiohai Beach Club 2 bdrm 2 bath villa with full kitchen on Poipu Beach
2 Bedroom/Baths Villa @ Marriott's Waiohai Beach Club for Oct 25 - Nov 08 (14 days) Located in Poipu, this marvelous resort has direct beach access with great snorkeling and surfing as well as several pools. Villas sleep 8 with 2 king bedrooms, 2 bathrooms and 2 sofa...
*Kana'i A Nalu 312* New Listing! Maui Condo Steps to the Sand!
This updated and spacious 3rd-floor condo offers amazing views overlooking the ocean and tropical courtyard with a heated community swimming pool giving a lovely ambiance of light at night. Decorated with Aloha spirit, this unit features a fully equipped kitchen and...
Monthly Discovery Bay 2204 2 Bedroom Mountain / Ocean / Sunset Views 2 King Beds, Qn Sofa Bed
PANORAMIC OCEAN VIEWS, 5 Minute Walk to Beach, High Floor, Remodeled, Furnished and Fully Appointed including Bidets. Adjustable Beds. No smoking condo. Parking, Pool, Utilities, WIFI, BBQ, Gym, Sauna, Security, Washer/Dryer Included. Monthly.Sweeping Ocean Views from...
Oceanfront studio in Honolulu for a relaxing getaway with terrific views.
This memorable studio is the perfect home base for your trip to Honolulu. The cozy living room features a double murphy bed, providing a welcoming space for guests to relax after a day of exploring. the lanai has a twin daybed - perfect for a 3rd guest. The bathroom is...