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 Views! Gorgeous Home In Hilo With Pool
The Hilo Bay View Estate is a gorgeous European-style home located in the exclusive area of upper Wainaku in Hilo. This stunning home has spectacular panoramic views of the ocean and Hilo town. Watch the magnificent sunrises in the morning and star-filled skies at...
Waipouli B103 just got a spring makeover! 2BR/3BA/4BD ready for Kauai adventure!
Welcome to Pau Hana Kauai, a luxury first floor condo located in Kapa’a at one of Kauai’s top vacation spots, Waipouli Beach Resort. With 2 bedrooms and 3 bathrooms in almost 1200 square feet of living space, plus 3 private lanais, you'll find plenty of space for your...
Recent Remodel and Sweeping Ocean Views for Miles
This top floor condo is a perfect location to map out your adventures for the day. Hawaii's best beaching, snorkeling, surfing, boogie boarding, scuba diving, kayaking, and whale watching make Kaanapali beach truly an ocean lovers playground. In condo 1216 you are just...
Coconut Plantation 1078-3: Spacious 4BR Haven, Quick Walk to Ko Olina Amenities
Welcome to Coconut Plantation 1078-3 by Gather, a luxurious two-story resort townhome located within the exclusive Coconut Plantation at Ko Olina. This 1,715 sq. ft. retreat offers spacious living, island-inspired design, and the perfect blend of comfort and convenience...
Top of the world views!
**Hale Mahina A403**This two-bedroom, two-bath condo features an open floor plan, giving it a penthouse feel. The living room and kitchen are sunken, leading to a large, spacious deck with an unobstructed view of the beach and ocean. The upstairs bedroom is a large loft...
Hale Kamaole 152 Ground floor condo, easy access to best beach on Maui!
Great Ocean View. Newly remodeled and new furniture this year, 2025. End unit with a large extra window bringing in a lot of light to dining room and living area. Very comfortable couch and easy chairs. King bed in bedroom. Large flat screen TVs in both the living room...
Kauai, HI: 2 Bedroom with WiFi, Resort Pool, Near Golf Courses, Beaches & More!
Nestled high in the cliffs of Princeville, this Kauai resort blends natural and man-made pleasures into magnificent harmony. Take the opportunity to enjoy a meditative retreat at the on-site spa, or use the resort as a basecamp for your many Hawaiian adventures.These...
Turtle Bay resort, Prime location, 18th hole
You won't find a better location at Kuilima. Our lovely ground floor unit is on the desirable 'East Side', right at the 18th hole. Out of the 330 condos here at Turtle Bay Kuilima, our condo is set closest to the beach, so we know you will find the location to be ideal....
Ocean front condo overlooking Maalaea Bay
Wake up to full view of Hale'Akala beyond Maalaea Bay in this completely updated 1 bed / 1 bath, 3rd floor condo. Enjoy your morning coffee while watching whales (in seasons) feed in the bay and Hawaiian green turtles play in the waves. This is why you have come to...
The Beach Villas w/ Pool Hot Tub & A/C!
Summary:2-302 The Beach Villas at Kahaluu is the perfect place for guests to stay on the Big Island of Hawaii. The vacation rental has 2 bedrooms, 2 bathrooms, and an ocean view from the private lanai. Maximum occupancy strictly enforced in accordance with local...
New Listing: Oceanview Kaha Lani 223 with Lanai, Beach Access & Modern Comforts
BEAUTIFUL FULL REMODEL!The Location:Perfectly positioned to accommodate everyone's interests, the Coconut Coast is flanked by epic coastline threaded together by the Ke Ala Hele Makale coastal bike and walking path. Just a 7-minute walk along the path or the golden sand...
Ilikai Hotel - City-view Two-Bedroom Condo on the 19th Floor, Peek-a-Boo Ocean View!
*Construction Update* Spall repair and exterior painting will be ongoing outside of the unit from August through mid-October 2025. During this time, access to the lanai will be restricted during work hours: Monday through Friday, 8am to 5pm. Lanai access will be...
Walkable to town and Oceanfront with A/C!
Now Featuring: Air-Conditioning in the bedroom and living room!Conveniently located between the south and north shore is this wonderfully appointed one-bedroom, one and a half bath, ocean-view condo at Lae Nani. Tucked away off a quaint side street in Kapaa, Lae Nani...
Kona Bali Kai 362 – For 2 Guests
Summary:Escape to the Big Island and enjoy a relaxing stay at Kona Bali Kai, just minutes from the heart of Kailua-Kona. This community offers everything you need for a restful vacation—take a dip in the ocean-view pool, unwind in the hot tub, or head to your private...
Zen home with fast WiFi, washer/dryer, koi pond & large lanai
Seabreeze Hawaii Kai -A - 30-Night MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'You’re sure to find your zen at this slice of paradise. From a gorgeous lanai to a lush...
Ocean-view condo with private balcony, washer/dryer, & shared pool/tennis courts
Wavecrest C216Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Your peaceful Hawaiian getaway awaits at this second-floor Wavecrest Resort condo. Situated in a tropical part of the...
Ocean view condo with a pool, hot tub, gym & WiFi - snowbird-friendly
The Windsor Waikiki #3704 - 30-Night MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Soaring above Oahu on the 37th floor, this condo boasts panoramic views of it all - the...
First-floor condo w/ ocean view, washer/dryer, & outdoor pool
Poipu Kapili #60Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Breezes are regular visitors at this gorgeous corner condo by the sea, as are beautiful views of the sunset. Enjoy...
Waikoloa Colony Villas 1401: 2 bedroom, 2 bath located on the 10th Fairway
Posted 1/12/23: Phase IIIA Irrigation Project will start next week Monday 01/16/23. They plan to start at Building 15 and work their way back to Building 19, this is a slightly smaller section than the Phase II Section and we are hoping that it will get done quicker...
Cove park - Beautiful 2 Bedroom / 1 Bath. Close to beaches/restaurants/nightlife
Popular Vacation Rental near Kihei's best beaches! This highly sought after 2 bedroom, 1 bath corner unit at Kalama Terrace is close to Charley Young, Kamaole One, and the Cove beach parks. Located on the top floor, you'll enjoy ocean, Lanai and West Maui Mountain...
Charming Beach Suite w/Kitchen–Waikīkī Shore 416
Castle Waikīkī Shore #416: This one-bedroom, one-bathroom minimalist modern-contemporary suite will provide you, your family, or friends with plenty of space to relax in the heart of Waikiki. Relax on your furnished lanai as you take in the ocean breeze and views of the...
Clean & Stylish Kihei Kai Nani Condo
Clean and sleek condo in Kihei, Hawaii on the tropical island of Maui. Ideal for two couples or a family of four, your condo comes complete with a queen sized bed, a futon in the living room, linens, towels, cookware - all the amenities you could need for a comfortable...
Maui Sunset B220 ~ 2 BR, 2 BA, Full Kitchen, Ocean View Condo!
Two bedroom, two bath ocean view second floor condo. Good walking, windsurfing, kitesurfing beach fronts this oceanfront condo complex in North Kihei. A couple of minutes away from Kamaole Beach I, one of the great beaches on the sunny South shore. Air conditioning in...
Oceanfront home w/loft, shared hot tub & pool, WiFi, & balcony
Pali Ke Kua 209Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'*Under new Ownership!* Come enjoy some of the best views in the world! This vacation home has the location dreams are...
Ocean-view studio with lanai, pool & hot tub - steps to Banyans Beach & trolley
Kona Bali Kai #264Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Beautiful Banyans Beach is mere steps across the street from this thoughtfully updated studio condo in Kailua-Kona....
True Hawaiian ambiance in a loft style condo
Maui Vista 1407 is a spacious 2-bedroom, 2-bathroom condo offering beautiful ocean views, a washer/dryer, and air-conditioning. Located on the fourth floor, the condo accommodates up to 8 guests, featuring a Queen-sized bed in the master bedroom, a Queen-sized Murphy...
Air Conditioned Upstairs Studio w/RESERVED PARKING; Pool, -WIFI-Walk to Beach
Recently updated with new flooring and remodeled bathroom. RESERVED PARKING #214 - directly below! Air Conditioned, upstairs studio unit sleeps 2 people and is furnished with a king bed, mini fridge, microwave, Keurig® coffee machine, flat screen TV with Roku, WiFi,...
Hotel Type Best Price Ocean and Park View! Ala Moana (AH11)
Hotel Type Best Price Ocean View Ala Moana! 13th floor ADA studio with a queen bed, AC, small kitchenette is at the doorstep of Ala Moana Shopping Center, close by the beach. Thanks to panoramic windows and lanai, you can enjoy ocean views!The ADA studio offers...
PERFECT KAUAI Condo!! Steps from Beach/2bd2bth Washer/Dryer AC -Free Parking
GARDEN/PARTIAL OCEAN VIEW CONDO!!! This Beautiful Pono Kai Condo is steps from the ocean and the beach...and furnished in traditional Island decor for a true Aloha feel. With AC, full kitchen, dining room, living room, two large bedrooms, two large bathrooms -...
Hale Hui Kai 303 Two bedroom Two bath with AC and Garden Views
**Hale Hui Kai is finishing a construction project during the month of January, call our office before making a reservation**Central air conditioning with windows inside louvers, keeping noise out and cool air in. Master bedroom with King bed and second bedroom has two...
Newly remodeled oceanfront condo with pool, lanai & private W/D - near beach
Hololani A602Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Small families and close groups of friends will love this oceanfront Kahana condo, complete with a shared pool, nearby...
Mauna Lani Oceanfront Condo, Walk to Beach!
Newly Upgraded Oceanfront Condo in Prime Mauna Lani Terrace LocationWelcome to your dream getaway at the exclusive Mauna Lani Terrace – perfectly situated in the highly desired “H” building, closest to the ocean. This newly upgraded oceanfront condo offers sweeping...
Beautiful tropical Corner Villa w/ full AC for 8
Mauna Kai 7BOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Offering wide open spaces and walls of windows that welcome the outside, in, this gorgeous, two-story getaway is sure to...
Spacious ground floor, ocean view Kapalua Ridge Villa private condo with AC
Welcome to Kapalua Ridge Villa 612. This large 1 bedroom, 2 bathroom 1125 sq ft condo features an open floor plan with a large private shaded lanai. Admire Honolulu Bay, sunsets, whale watching, sailboats, & more. This condo has ocean views from the lanai, living area,...
Hale Kamaole 315 Third floor condo, easy access to best beach on Maui!
Beautifully renovated two bedroom condo with loft has Ocean and Garden View. Newly remodeled kitchen with stone counter top, and new walk-in showers with etched designer tile. King bed in master bedroom. Queen bed in loft area. Open feel. An additional door from the...
Sunny Pahoa Retreat: Snorkel, Hike & Shop!
Discover miles of lush rainforest and winding roads that hug the beautiful coastline when you stay at this 3-bedroom, 2-bath Pahoa oasis. The vacation rental provides a peaceful base with amenities and comforts that are essential for a seamless vacation experience....
Marina Hawaii Vacations - Beautiful 180 Degree Ocean Views!
Construction Notice 10/20/25: Exterior painting work is currently scheduled from 3/25 - 4/22/2026. During this time, the lanai will be locked and not accessible to guests. For your safety, please do not attempt to use the lanai at any time. You may also hear...
Maui Sunset Vacation Rentals A309
A309 is on the third floor in watch the life of Maui unfolds from the morning till evening from your private 114 sq foot private view deck. Premium condo suite located near the pool area. Tropical gardens and the ocean beyond. Quiet location features large private view...
Charming suite close to beach with amazing views, on-site pool & tennis
Greens At Waikoloa L101Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Coming home to this condo will be a joy - one of many you'll discover during your next Waikoloa Village...
Lahaina Condo w/ Patio, Ocean Views & Pool Access!
Experience the island life at this luxurious 1-bedroom, 1-bathroom vacation rental condo in the Mahana at Kaanapali complex. With enough space to comfortably sleep 4, this ground-floor corner unit offers sleek granite countertops, a concierge, stainless steel...
Maui Kaanapali Villas B225: Maui Beachfront Condo w/ AC, Community Pool, Hot Tub
Maui Kaanapali Villas B225 by Gather is a bright, second-floor studio just steps from world-renowned Ka’anapali Beach. This 544-square-foot retreat features vaulted ceilings, tropical accents, and a spacious covered lanai overlooking the resort’s lush gardens. Ideal for...
Ocean View 2BR/ 2BA Maui Vista, Newly Updated
Unit is 3419 is centrally located and highly updated. The unit and complex are directly across the street from world famous Charlie Young Beach. The unit is very centrally located to Kihei. Shopping, surfing, beaches, dining, and all within a couple of blocks. The unit...
Cozy Modern Kamahana Studio, Pool, WiFi
Charming Island Getaway – Studio Condo in Kamahana, PrincevilleEscape to the serene beauty of Kauai in this stylish and modern Studio with en-suite bathroom located in the peaceful Kamahana complex in Princeville. Ideal for couples or solo travelers, this cozy retreat...
Summer Special Retreat
One bedroom unit. Includes king size bed, ceiling fans, flat screen TV, full kitchen set up with microwave; A beautiful, large pool area with plenty of lounge chairs. Barbecue area; large laundry facility located on property. Located in the heart of Kihei Town. Located...
Ilikai 2018 Ocean / Lagoon View Renovated - K Bed, Sofa Bed
EXCELLENT OCEAN, LAGOON VIEWS! STEPS TO WAIKIKI BEACH. Fireworks from the Lanai. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life.Beautifully Renovated and fully equipped. AC, cable, WIFI, 24/7 Security, Key-less...
Kahana Reef 207: Beautifully Remodeled 1 bedroom with Direct Ocean Front View
Modern and contemporary designs, furnishings and accents complement this completely renovated, and newly updated, Kahana vacation rental. No detail was missed in this well-appointed condo. The fully equipped kitchen is completely open to the living area, creating a...
BIG April,may Discount, Panoramic Wrap-Around Oceanfront Corner Unit 2 Balconies
NEWLY REMODELED 1240 SQ FT. CORNER OCEANFRONT CONDO WITH TWO HUGE BALCONIES WITH WRAP-AROUND BREATH TAKING PANORAMIC OCEAN FRONT VIEWS---ALL EXTERIOR WALLS ARE GLASS --- FULL OCEAN VIEWS OF BEACH, LAGOON, YACHT HARBOR FROM EVERY ROOM. ALL NEW FAUX WOOD FLOORS, FRESHLY...
GREAT location! Marina view! Washer/Dryer, AC, FREE Wi-Fi and Parking!
Discovery Bay #1509-Endeavor Tower – 1778 Ala Moana Blvd(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)This spacious, 724 sq.ft. one-bedroom corner unit at Discovery Bay (Endeavor Tower) has central A/C, an open 128 sq.ft. balcony/lanai overlooking...
Oceanfront - Kanaloa Resort #2202
****Central AC is optional, and available for an additional fee*****please notify management after bookingRelax and enjoy your vacation in a spacious oceanfront 2 bedroom, 2 bath condo in the famous Keauhou resort area. Located approximately 5 miles south of Kailua...
Hawaiian Dream - 8th floor Ocean View w/ Full Kitchen
Legally permitted vacation rental - 2947 Kalakaua Ave #802** For your health and safety, we utilize additional Sterilization procedures between reservations.High Floor with Full Kitchen 'Residential' Suite - 1 Bedroom, Full KitchenHigh Floor with Full Kitchen...