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.
Napili Shores F-245 - Napili Bay - Sand and Sunsets Included
Located on the second floor of F building at Napili Shores Resort, this spacious one bedroom / one bath condominium with private lanai is the ideal place for a peaceful Maui vacation. Napili Shores Resort is adjacent to the gorgeous sandy beach of Napili Bay - named one...
10th Floor Free WiFi/No Resort Fees/Oceanview @ Ilikai Hotel with Beautiful Sunset Views!
Welcome to Ilikai Tower 1027, a stunning one-bedroom deluxe condo located in the heart of Waikiki, Honolulu. This beautifully appointed retreat offers breathtaking yacht harbor views, making it the perfect getaway for couples or small families seeking a blend of comfort...
Oceanfront, adjacent to North Ka'anapali Beach, Central A/C! Newly reduced rates
Welcome to the Maui Kai Resort. This private DIRECT OCEANFRONT ground floor condo, is perfect for a romantic couple s getaway or a family vacation! You can snorkel, swim, and relax all right here! Maui Kai is adjacent to Honoapiilani Beach Park where you can access the...
Kihei Akahi A108:nKamaole Beach II Ocean View Town House directly across street.
Aloha and welcome to Kihei Akahi. This is a charming townhouse located in South Kihei, Maui. This beautiful townhouse is located across from Kamaole Beach II, one of south Maui’s prettiest white sand beaches. The unit has a wonderful ocean view which can be seen from...
NEW! KBM Resorts | FREE CAR | Napili Point | Oceanfront 1-Bedroom Condo with Luxury Amenities! NAP-B13
NEW Oceanfront suite at Napili Point with private lanai, king bed, full kitchen, soaking tub, and A/C** 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...
Roomy Maui Suite w/Loft, Relaxing Lanai, Kitchen Ease, WiFi–Kamaole Sands 10408
Work out on the tennis courts, and then loosen up in the jet spa. Enjoy the poolside Mai Tai party before savoring a home cooked meal on your lanai. This air-conditioned 1,102sf villa features a full kitchen, WiFi, flat screens, washer/dryer and ceiling fans. Sleeps 6...
Beautifully Renovated Beachfront Molokai Condo
Endure the magic of Molokai. Unwind, reset + enjoy the rarest of a traveler's dreams: a relatively untouched tropical escape. Masses of coconut palms sway in the breeze, and not a single traffic signal is to be seen. Relish in the spectacular ocean and island views for...
Maui Hill 99: Cozy 2BD/2BA Condo with Garden Views & Near Top Beaches
Enjoy exclusive offers for all new reservations booked on or after October 13, 2024! Choose from one of the following promotions to enhance your stay:Book 5 nights, get the 6th night FREE!Complimentary late check-out for added relaxation!Stay now and receive a FREE...
Manualoha at Poipu Kai #1006 By Parrish Kauai - walk to Poipu Beach!
Across the street from Brennecke’s and Poipu Beach, perfect for swimming, snorkeling, surfing and beach parties, the Manualoha resort offers one of Kauai’s best locations.PARRISH PROFESSIONAL CLEAN – Built Upon the Vacation Rental Management Association (VRMA)...
Located on 6 miles of oceanfront sandy beach
This beautifully updated, Central air-conditioned, ocean-view one-bedroom condo is located on the fifth floor at Sugar Beach Resort on the stunning shores of North Kihei at Sugar Beach. Enjoy early morning beach walks on one of the longest stretches of sand in all of...
OCEANFRONT PROP - Sleeps 6 - Just $419! Kihei Sands Beachfront Condos - B15
Friends trip? Kids & grandparents? Come stay with us!Aloha & welcome to Condo B15, a 4-BEDS / 2-BATHS townhouse-style home on the 2nd level (no elevator) at Kihei Sands Condominiums!This welcoming, comfortable condo is decorated with a TROPICAL feel & is ready to be...
Maui Sunset Vacation Rentals B514
The Maui Sunset is famous for its manicured lawns and ocean front location, the wide V shape of the two buildings assure everyone is looking towards the ocean. BUT this condo is on the top floor and closest one bedroom to the ocean. Only the 2 bedrooms are closer. I...
Aston Whaler at Kaanapali 514: Completely Renovated 5th Fl Ocean View Studio
Upgraded and Renovated studio ocean-view condo at the Whaler on Ka'anapali Beach. This spacious studio can sleep up to 3 people. There is a California King bed and a Queen sofa sleeper. Located on the 5th floor and a short walk to the beach. There is a partial Ocean...
Oceanview Oceanfront Penthouse! - Menehune Shores 619
Pool Closure Notice: September 8-15/2025This beautiful, tropical two-bedroom/two-bath condo is just a short 5-minute walk from the world-famous Keawakapu Beach!! Enjoy dreamy sunset strolls along the golden sands or start your day with a peaceful jog through paths lined...
Tropical Garden Condo with Pool, Kitchen, and A/C!
Summary:This remodeled air-conditioned condo is perhaps one of the best located accommodations in Hilo. Near the center of town, yet the grounds feel like a tropical zen oasis! Koi filled streams and ponds lined with walking trails meander through the complex. Minutes...
Kailua-Kona Coastal Refuge w/ Lanai + Ocean Views!
Renew your spirits with sand between your toes and a salty ocean breeze when you stay at this sunny 3-bedroom, 2-bathroom vacation rental in Kailua-Kona! Spend the day in Historic Kailua Village visiting the historic sites, shops, and restaurants. Then visit Pu'uhonua o...
Oceanfront views all the way to the lighthouse!
Our Kauai vacation rentals at Sealodge have tons of personality, charm, and ABSOLUTELY AMAZING oceanfront views. Sealodge E6 gives you direct oceanfront views all the way down the coast to the Kilauea lighthouse. It's the best view in all of Sealodge. You'll fall asleep...
KBM Resorts | FREE CAR | Honua Kai Hokulani | Ocean view | 2-Bedroom Condo, Recently Upgraded! HKH-442
This 1-bedroom + den villa in the Hokulani Tower offers sweeping ocean & mountain views. With a king bed, sleeper sofa, gourmet kitchen, and spacious lanai, it's perfect for a Maui getaway.** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an...
Maui Resort Rentals: Westin Nanea Villas 3BR Oceanfront Villa
Located on 16 prime beachfront acres on Ka’anapali North Beach, The Westin Nanea Villas is Kaanapali’s newest beachfront resort. The resort features 390 elegantly appointed 1, 2, and 3 bedroom modern luxury villas. Explore the area’s many sights and attractions...
Relax in Paradise! 1BR/2BA Beachview Condo, $350-$500/Night
This immaculate Whaler beach view 1 bedroom 2 bath offers beach and ocean views out to the Island of Molokai.THE CONDO: The bedroom includes a king size bed, TV (with cable), a bathroom, direct access to the lanai/balcony, and lots of closet space. The living...
Ocean View KAN316 - Maui Condo in Quiet Beachfront Resort—Great Views & Value
Experience a relaxing Maui vacation at this serene oceanview condo Kanai A Nalu Unit 316 in Ma'alaea. Recently renovated with new flooring, this comfortable unit offers a full kitchen, washer/dryer, and accommodations for up to 6 guests. The breathtaking views of the...
Napili Shores G-156 - Ground Floor with King bed - Beautiful Napili Bay
Napili Shores Resort G -156 is an ocean view and air conditioned ground floor studio. This G building ground floor Napili Shores studio condominium extends into the grass and landscape of Napili Shores Resort. Napili Shores G-156 features: * Upgraded studio condominium...
Maui Parkshore 312: Ocean View 3rd floor 2 bedroom condo in South Maui for 6
**Please note that the pool will be closed from Wednesday, September 4 through Thursday, September 12 due to pool deck maintenance**Enjoy the ocean views from this 2-bedroom, 2-bathroom S. Kihei vacation rental. This vacation rental features new tile flooring in the...
Kailua Beach Estate: Historic Property with Large Yard & Ocean View
October 2024 updates: Newly constructed upstairs deck, Brand new window ac unit in master bedroom, new patio furniture, new sectional couch in living room. Our beach estate is located on over an acre of land, just one house back (a quick 30 second walk down a sandy...
One Bedroom Partail Ocean View Deluxe Luana Kai Resort B210
Condo B210 is a Deluxe, 1 bedroom, 1 bathroom, partial ocean view lodging with a queen sized bed. It has cool stone tile floors in a variety of light earth colors. It has a modern kitchen, with canned lighting, and a large curved bar with high comfortable seating....
Beautiful 2-bedroom condo, sleeps 6, washer/dryer and one free parking!
Aloha Towers #6A-Ewa Tower – 430 Lewers St.You'll love this beautifully renovated 2-bedroom, 2-bath family-friendly condo (965 sq. ft. plus lanai) with central AC in a quiet, secure residential area of central Waikiki! Last updated in March 2020. It's just a short...
15% Instant Spring Savings! 4/1/25-5/31/25! AC, Pool, Family Friendly ~ Koa 4G
Koa Resort 4G | Maui Beachfront Rentals | Beautiful 3-Bedroom Conveniently Located. Private 2nd floor unit and loft at the Koa Resort - directly across the street from Kalepolepo Beach Park in Kihei. Main floor includes a spacious living room, full kitchen with island,...
Condo w/ Lanai at Beginning of Road to Hana!
Your heavenly Hawaiian holiday awaits at this seaside sanctuary situated just 1 block from the diamond-dusted shoreline of the Maui coast. This 1-bedroom, 1-bath condo is well-appointed with upscale furnishings and a private outdoor lanai with plush patio seating....
Kksr#4204 Direct Oceanfront Corner, Arguably Best Views in Entire Complex
Luxury Oceanfront Paradise – Unit 4-204 at Keauhou Kona Surf & Racquet Club Entirely Remodeled -Best Views in the Complex -Corner Unit -Designer FinishesAloha and welcome to Unit 4-204, your private slice of oceanfront paradise in the prestigious Keauhou Kona Surf &...
Ocean View/Beach Front Upgraded Condo At The Ilikai Hotel
Welcome to your island home away from home! 🌺 Our cozy and comfortable condo is perfectly located near stunning scenic views, the vibrant city center, the airport (just a quick drive away), and beautiful local parks where you can enjoy the natural beauty of...
Breathtaking ocean views, serene backdrop
Kihei Beach 508 is a 1-bedroom, 1-bathroom, 5th-floor oceanfront condo that is well appointed and beautifully decorated in Hawaiian theme. Unit 508 can accommodate up to 4 guests. An elevator is available for easy access. The kitchen is remodeled and features custom...
Gorgeous Luxury Ocean View 3 Bedroom Kamaole Sands 10-115
Book with us and come to Maui to explore everything we have to offer!Sought after building 10 nicely remodeled unit with cherry cabinets and granite counters in the kitchen and both bathrooms. The kitchen is fully-equipped with stainless steel appliances. The spacious...
Paradise at Ocean Edge! Chic Kitchen+Bath, Lanai w/Wet Bar, WiFi, TV, Laundry Kanaloa 3204
Castle Kanaloa at Kona Resort #3204 - This must-see two-bedroom two-bathroom suite with a loft offers vacationers everything they want and need while on their Big Island retreat. Enjoy morning coffee or meals with family and friends on your spacious, furnished lanai....
HL B204 OceanFront 2BD w Ocean Views Heated Pool
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 Sail, Alpaca Farm Tour, Pineapple Farm Tour, and All Day Electric Bike Rental. (W1)*One ticket per...
180-Degree Yacht View! Ilikai Marina, Prime Waikiki Location!
Construction Notice 5/30/25: Spall repairs are currently underway on the mountain-side units. Please be aware that construction noise may occur between 8 AM and 4 PM. Access to the lanai will be restricted until late June. The project is expected to be completed by...
Casa De Emdeko 332- Amazing Oceanview, Top Floor, AC included!
Beautiful Ocean View from this wonderful Top Floor Unit at Casa De Emdeko. Unit#332 is a great property!! You can't beat this view at this price!! Casa De Emdeko offers owners and guests the perfect blend of Hawaiian ambiance with tropical gardens and the songs of the...
Kona Spectacular Ocean Front 5BR, 4BA Pool,Spa,AC
Welcome to your dream Hawaiian getaway—where world-class surf, vibrant marine life, and breathtaking views converge right outside your door. Located on world famous Alii Drive just south of Kona Town, our amazing home sits directly oceanfront on beautiful Holualoa...
Mountain & Lake-view condo with on-site golf, pool, hot tub, & fitness room
Waikoloa Fairway Villas N-5Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Whether you're seeking adventure or relaxation, this Waikoloa Village condo located in the highly desirable...
Charming Direct Oceanfront North Shore Beach House
Hosted by VacaMauiDirect oceanfront north shore beach house! This home is directly off Sand piles surf break. It sits on the edge of Waiehu Beach and is the last oceanfront home before Waiehu golf course. It is perfect for a laid back local Maui experience away from the...
Maui Sunset Vacation Rentals B304
Comfortable relaxing interior when you are not enjoying the resort amenities or relax on your private view lanai view deck. Free WIFI in the B304 and at the pool.Condo B-304 has the view and privacy that guests love. We supply a starter set of shampoo, conditioner, and...
Kaanapali Shores 734 North Facing Ocean View
"Maui Mega Savings: August Deals Extended Through October! Book Now!".IMPORTANT: We are not part of the hotel reservation system, and there is no daily room service. You have access to the common areas, pool, hot tub, restaurant/bar, shops, beauty salon, spa, and gym...
Koa Resort #5F 4-bedroom 3-bath, Ground Floor, CLOSEST TO BEACH!
This 4-bedroom, 3-bath ground-floor end unit is tropically decorated "Island Style" and is available for your Maui vacation! This spacious condo is conveniently located just 40 feet from the entrance to the swimming pool and hot tub. Koa Resort 5F also boasts the...
Maui Resort Rentals: Honua Kai Konea 749, Premier 7th Floor Penthouse 3BR w/ Gorgeous Ocean and Black Rock Views!
This stunning 3BR ocean view "penthouse" residence offers gorgeous views of the Pacific Ocean from an exceptional 7th floor vantage point, well above the tropical foliage of the Konea Tower interior courtyard. Located only one column back from oceanfront, your group...
Breathtaking Sunsets World-Class Snorkeling & Surf | Relax in A/C Comfort KVR
Welcome to Hale Makolea 23 – Your Ideal Kona Coast RetreatDiscover the charm of island living at Hale Makolea 23, a serene and inviting two-bedroom, two-bath condo nestled within the tranquil Makolea complex. Surrounded by lush tropical landscaping, this thoughtfully...
Beachfront Condo with Great Ocean, Mountain and Pool Views Steps from the Sand
Listen to the ocean at night just steps from the sand on beautiful Sugar Beach. Watch the Maui sunset from your private lanai or from the lounge chairs on the lawn area. Hop in the heated pool or go for a swim in the ocean. This is the perfect spot to enjoy your Maui...
Kamaole Beach Royale 301 ~ 3 bedroom
Located in the heart of Kihei. Freshly remodeled. With lots of cool, fresh Maui breezes coming through this unit, you will can truly enjoy the feel of Maui. This unit has an amazing 1380 square feet, which includes a double lanai off the living room and master bedroom...
Maui Kamaole Condo w/ Private W/D, Shared Pool/Hot tub-Beaches and Beyond
Maui Kamaole C210Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Luxury and privacy meet at Maui Kamaole, located just minutes away from the three sunny Kamaole beaches. Kamaole...
Kekela Estate - Sports Court Yard/Jacuzzi/AC
Are you looking for an affordable beachfront property on a beautiful sandy beach with enough room for 26 people? This property will check all the boxes. It includes TWO adjoining homes located in a private beachfront paradise setting. Great for larger families with...
Kona Shores 221 Beautiful Top Floor Corner Condo w/AC!
Kona Shores#221- Excellant, Affordable Rental, in Oceanfront Complex! This upgraded second floor condo at Kona Shores has everything you need to enjoy your time on the Big Island of Hawaii! This is a corner unit which provides an extra window with a peekaboo ocean view!...